The Manufacture or Production of a New Dihydroxynaphtha- lene, and of Certain Sulphonic Acids Derived from this Dihydroxynaphthalene or from the corresponding Amido- hydroxynaphthalene.
Year: 1895

page_text: Date of Application, 19th Feb., 1895
Complete Specification Left, 18th Nov., 1895-Accepted, 21st Dec., 1895
PROVISIONAL SPECIFICATION.
[Communicated from abroad by THE FARBENFABRIKEN, vormals FRIEDRICH
BAYER & Co., of Elberfeld, Germany.1
The Manufacture or Production of a New Dihydroxynaphtha-
lene, and of Certain Sulphonic Acids Derived from this
Dihydroxynaphthalene or from the corresponding Amido-
hydroxynaphthalene.
I HENRY EDWARD NEWTON of The Office for Patents, 6 Bream's Buildings,
Chancery Lane in the County of London, Patent Agent, do hereby declare the
nature of this invention to be as follows:-
The present invention relates to the manufacture or production of a new
dihydroxynaphthalene, and of certain sulphonic acids derived from this dihydroxy-
naphthalene, or from the corresponding amidonaphthol.
My foreign correspondents produced some time ago the first member of the
so-called metamidonaphtholsulphonic acids, viz. :-the beta, amido alpha, naphthol
beta sulphonic acid.
My foreign correspondents have now succeeded in preparing another member of
these metamidonaphtholsulphonic acids, viz., the beta, amido alpha, naphthol alpha
sulphonic acid, by fusing with alkalies the beta, naphthylamine alpha, alpha
disulphonic acid Chaving the formula :-
It is to be noted that the sulphonic groups contained in the said naphthylamine
disulphonic acid are in equivalent "alpha" positions, and therefore it could not be
foreseen which of the two sulphonic groups would be displaced by the hydroxyl
group on melting with alkalies the said beta, amido alpha, alpha, disulphonic acid,
or salts thereof. The researches of my foreign correspondents have, however,
shown that beta, amido alpha, naphthol alpha, sulphonic acid is formed as single
product during this operation.
In order to illustrate the production of this new amidonaphtholsulphonic acid,
the following example is given, which, however, is merely typical. The parts are
by weight.

page_text: about 6 hours, at about 215 degrees Centigrade, in a vessel capable of with-
standing pressure. The resulting mass is treated with dilute muriatic acid, the
new amidonaphtholsulphonic acid being separated. The acid thus obtained is
filtered off, and redissolved in a large quantity of hot water. When filtered and
allowed to cool, the liquid deposits the acid in colorless bright flat needles, which 5
are subsequently filtered off, pressed, and dried.
The new
beta, amido alpha, naphthol alpha, sulphonic acid contains the
hydroxylic and amido group in the so-called meta position, relatively, in accordance
with the following formula :—
The free acid is soluble with difficulty in cold water, its salts dissolve readily in
water, and the solutions exhibit a green fluorescence. On adding ferric chloride,
or chloride of lime, to a watery solution of the acid, the liquid remains almost
colorless. The acid is converted by nitrous acid, or the like, into a diazo
compound, which possesses a yellowish color, and dissolves with readiness. This
diazo compound does not change in color on adding a solution of sodium carbonate
to the same.
The new amido naphtholsulphonic acid, when combined with diazo
products, or the like, yields coloring matters. It can therefore be used for
preparing azo dye stuffs.
In the production of the new amido naphtholsulphonic acid, my foreign
correspondents do not limit themselves to the directions given in the above example.
The mode of working can be varied. For instance, soda or the like can be used
in place of potassa used in the above example. The proportions of the ingredients
to be used may vary within certain limits, and the process can also be carried out
in open vessels.
According to the researches of my foreign correspondents, the above mentioned
new beta amidonaphtholsulphonic acid (beta, amido alpha, naphthol alpha,
sulphonic acid) can be converted into beta, alpha, dihydroxynaphthalene alpha
sulphonic acid, or alpha, beta, dihydroxy naphthalene alphas sulphonic acid, viz.,
by beating the said amidonaphtholsulphonic acid, or salts thereof, with water, or
dilute acids, at elevated temperatures, not, however, much above 210 degrees
Centigrade. The reaction proceeds in such a manner that the amido group in the
position "beta" is displaced by the bydroxylic group, whereas the sulphonic
group in the position "alpha" remains intact, though in general sulphonic groups
in the position "alpha" are split off with readiness. A meta dihydroxynaphthalene
sulphonic acid, or naphtharesorcinol sulphonic acid, is thus obtained.
The conversion of beta, amido alpha, naphthol alpha, sulphonic acid into the new
dihydroxynaphthalene sulphonic acid is illustrated by the following example,
which, however is merely typical. The parts are by weight.

page_text: acid and 5 parts of water, is heated during about 4 hours in a vessel capable of
withstanding pressure. The temperature is profitably kept at from about 200
to 210 degrees Centigrade in the oil bath which serves to heat the said closed
vessel. A solution results, which contains the ammonium salt of the dihydroxy-
naphthalene sulphonic acid thus formed.
The acid cannot be salted out from its solutions, owing to its high degree of
solubility. It crystallises out only from very concentrated acid solutions.
Watery solutions of the neutral salts of this acid show an intense yellow color
and a greenish fluorescence. The acid can be combined with diazo compounds, or
the like, to form azo dye-stuffs. For instance, a yellow azo coloring matter results
from the combination of this naphtharesorcinol sulphonic acid with diazo benzene
chloride. My foreign correspondents propose to use this dihydroxy naphthalene
sulphonic acid for the production of dye-stuffs.
In order to convert the above beta, amido alpha, naphthol alpha, sulphonic acid
into the naphtharesorcinol sulphonic acid hereinbefore defined, my foreign corre-
spondents do not limit themselves to the directions given in the above example.
For instance, the said amidonaphtholsulphonic acid, or salts thereof, may also be
heated with dilute acids at elevated temperatures, care being taken that the
temperature does not rise too much, as otherwise the sulphonic group might
be split off, a metadihydroxy naphthalene being thus formed, as hereinafter
described.
The researches of my foreign correspondents have also shown, that an isomeric
naphtharesorcinol sulphonic acid, viz., beta, alpha, dihydroxy naphthalene beta
sulphonic acid, or alpha, beta, dihydroxy naphthalene betaz sulphonic acid, is
produced by heating beta, amido alpha, naphthol betaд sulphonic acid, or salts
thereof, with water, or dilute acids, at elevated temperatures. The said beta
amido alpha, naphthol beta4 sulphonic acid can easily be obtained by melting with
alkalies the beta, naphthylamine alpha2 beta disulphonic acid, or salts thereof.
The last named betai alpha, dihydroxy naphthalene beta sulphonic acid can
also be obtained by means of the same process from alpha, amido beta, naphthol
beta, sulphonic acid, which is isomeric with the aforesaid beta, amido alpha, naphthol
beta, sulphonic acid. The last mentioned alpha, amido beta, naphthol bota, sulphonic
acid is formed, together with an isomeric acid, on inelting with alkalies alpha,
naphthylamine beta, beta, disulphonic acid, or salts thereof.
In order to illustrate the production of alpha, beta, dihydroxynaphthalene beta,
sulphonic acid, the following example is given, the parts being by weight.
PRODUCTION OF ALPHA₁ BETA, DIHYDROXYNAPHTHALENE BETA, SULPHONIC
BETA SULPHONIC
ACID (OR BETA1 ALPHA, DIHYDROXYNAPHTHALENE
ACID), FROM BETA1 AMIDO ALPHA, NAPHTHOL BETA. SULPHONIC ACID.
A mixture prepared from 1 part of beta, amido alpha, naphthol beta, sulphonic
acid, and 5 parts of water, is heated during about 4 hours in a vessel capable of
withstanding pressure, keeping the temperature in the oil bath at from 200 to
210 degrees Centigrade.
It
The dihydroxynaphthalene sulphonic acid readily dissolves in water.
crystallises in the form of colorless rods from its concentrated acid solutions,
on the addition of common salt. The solutions of its neutral salts possess a
yellow color, and an intense green fluorescence. On adding ferric chloride to a
solution of the free acid, a green color appears, which soon turns into yellow.
An addition of chloride of lime, even when in excess, produces a yellowish-brown
color.

page_text: This dihydroxynaphthalene sulphonic acid, when combined with diazo compounds,
or the like, yields dye-stuffs. Thus, for instance, the dye-stuff obtained by means
of tetrazo diphenyl chloride in alkaline solution produces magenta-red shades,
whilst the analogous coloring matter produced in acidulated solution yields blue
shades.
The said alpha beta, dihydroxynaphthalene beta, sulphonic acid is also obtained,
if the isomeric alpha, amido beta, naphthol beta, sulphonic acid, or salts thereof, are
heated with water. The conversion into this naphtharesorcinolsulphonic acid can
also be effected by heating, with dilute acids, the said aidonaphthol sulphonic acids,
or salts thereof.
Of the new acids hereinbefore described, the beta₁ amido alpha, naphthol
alpha sulphonic acid, and the corresponding beta, alpha, dihydroxynaphthalene
alpha, sulphonic acid (or alpha, beta, dihydroxynaphthalene alpha, sulphonic acid),
are of a special value, as they can be used for the production of a new technically
valuable substance.
It is known that the resorcinol of the naphthalene series (the so-called naphtha-
resorcinol) has not hitherto been obtained, as the attempts to produce this body by
melting, with alkalies, naphthalene meta disulphonic acid, or naphthol meta sulphonic
acid, or salts thereof, have been made without success.
My foreign correspondents have now found that the metadihydroxynaphthalene
or naphtharesorcinol, can be readily obtained on heating the beta amido alpha,
naphthol alpha, sulphonic acid, or salts thereof, either with water at temperatures
above 210 degrees Centigrade, or with dilute acids. The process proceeds in such
a manner that the sulphonic group is split off, and the amido group is displaced by
the hydroxylic group.
As above mentioned, when the beta, amido alpha, naphthol alpha, sulphonic acid,
or salts thereof, are heated with water or dilute acids at from about 200 to 210 degrees
Centigrade, the metadihydroxynaphthalene sulphonic acid (beta, alpha, dihydroxy-
naphthalene alpha, sulphonic acid, or alpha, beta, dihydroxynaphthalene alpha,
sulphonic acid) is formed. The production of the naphtharesorcinol can also be
effected by heating this dihydroxynaphthalene sulphonic acid, or salts thereof, with
water, or dilute acids, at elevated temperatures.
The production of the metadihydroxynaphthalene, or naphtharesorcinol, is
illustrated by the following example, which, however, is merely typical. The parts
are by weight.
CONVERSION OF BETA, AMIDO ALPHA, NAPHTHOL ALPHA SULPHONIC ACID
INTO NAPHTHARESORCINOL.
A mixture prepared from 1 part of beta, amido alpha, naphthol alpha, sulphonic
acid and 5 parts of dilute sulphuric acid (containing 5 per cent. of pure sulphuric
acid) is heated during 4 hours under pressure, keeping the temperature at about
215 degrees Centigrade in the oil bath. After cooling, the mass consists of two
layers, the upper being aqueous and the lower oily. Hot water is then added in
such a quantity that but a small proportion of a black resin remains undissolved.
The solution, when cold, is filtered, and the filtrate thus obtained is extracted
by means of ether. The ether is distilled off, an almost colorless oil remaining,
which gradually becomes crystalline, the mass exhibiting the appearance of rays.
The so-formed metadihydroxynaphthalene (naphtharesorcinol) differs from all
its isomeric compounds. It is the last dihydroxynaphthalene which is theoretically
possible. It is soluble with great readiness even in water. When crystallised
from water, it forms pellucid, and probably hexagonal leaves, or tablets, grouped in
the shape of rosettes, and melting at about 124 degrees Centigrade.

page_text: The beta alpha,, or alpha, beta,, dihydroxynaphthalene (naphtharesorcinol), is.
also obtained on using, in the preceding fourth example, the corresponding
quantity of beta, alpha, dihydroxynaphthalene alpha, sulphonic acid, or alpha, beta,
dihydroxynaphthalene alpha, sulphonic acid, in place of beta, amido alpha, naphthol
alpha, sulphonic acid. In order to split off the sulphonic group, other dilute acids.
can be used, but this effect is also obtained on heating the said amidonaphthol-
sulphonic acid, or dihydroxynaphthalene sulphonic acid, or salts thereof, with water,
at elevated temperatures.
D
101
0
1005
COMPLETE
SPECIFICATION.
The Manufacture or Production of a New Dihydroxynaphtha-
lene, and of Certain Sulphonic Acids Derived from this
Dihydroxynaphthalene or from the corresponding Amido-
hydroxynaphthalene.
I HENRY EDWARD NEWTON of The Office for Patents, 6 Bream's Buildings,
Chancery Lane in the County of London, Patent Agent, do hereby declare the
nature of this invention and in what manner the same is to be performed, to be
particularly described and ascertained in and by the following statement :-
The present invention relates to the manufacture or production of a new
dihydroxynaphthalene, and of certain sulphonic acids derived from this dihydroxy-.
naphthalene, or from the corresponding amido naphthol.
My foreign correspondents some time ago produced the first of the metamido-
naphtholsulphonic acids, riz., beta-amido-alpha, naphthol-beta, sulphonic acid.
They have now succeeded in preparing another of these metamidonaphthol-
sulphonic acids, viz., beta, amido alpha, naphthol-alpha, sulphonic acid, by fusing
with alkalies the beta, naphthylamine-alpha, alpha, disulphonic acid C represented
by the formula—
$6
"
It is to be noted, that the two sulphonic groups in the said naphthylamine
disulphonic acid are in equivalent alpha' positions, and that therefore it could
not be foreseen which would be displaced by the hydroxyl group by acting with
alkalies on the said beta, amido alpha, alpha disulphonic acid or salts thereof.
The researches of my foreign correspondents have however shewn, that betai
amido alpha, naphthol alpha, sulphonic acid is formed as sole product during this
operation.
In order to illustrate the production of this new amidonaphthol sulphonic acid,.

page_text: PRODUCTION OF BETA AMIDO-ALPHA, NAPHTHOL ALPHA SULPHONIC ACID
FROM BETA NAPHTHYLAMINE DISULPHONIC ACID C.
A mixture of 1 part of the sodium salt of betanaphthylamine disulphonic acid O
(beta, naphthylamine alpha, alpha, disulphonic acid), 2 parts of potash, and
04 parts of water, is heated during about 6 hours at about 215 degrees Centigrade,
in a vessel capable of withstanding pressure. The mass is then acidulated with
dilute muriatic acid, which causes the separation of the new amido naphthol-
sulphonic acid. The acid thus obtained is filtered off, dissolved in a large quantity
of hot water, and the solution is then filtered and allowed to cool. It deposits the
acid in colourless, bright, flat needles, which are subsequently filtered off, pressed,
and dried.
The new beta, amido alpha, naphthol alpha, sulphonic acid contains the
hydroxylic and amido group relatively in the so-called
"
"meta position, as
represented by the following formula :-
=
The free acid dissolves with difficulty in cold water; its salts readily dissolve in
water, giving solutions which exhibit a green fluorescence. On adding ferric
chloride, or chloride of lime, to a solution of the acid, the liquid remains almost
colourless. The acid is converted by nitrous acid, or the like, into a diazo
compound, which possesses a yellowish colour, and dissolves with readiness. This
diazo compound does not change in colour when it is added to a solution of sodium
carbonate. The new amidonaphtholsulphonic acid yields colouring matters when
combined with diazo compounds or the like. It can therefore be used in preparing
azo dye-stuffs.
In producing the new amidonaphtholsulphonic acid, my foreign correspondents
do not limit themselves to the directions given in the above example. The mode
of working can be varied. For instance, sodá, or the like, can be used in place of
potash prescribed in the above example. The proportions of the ingredients to
be used may vary within certain limits, and the process can also be carried out in
open vessels.
According to the researches of my foreign correspondents, the above mentioned
new beta amidonaphtholsulphonic acid (beta, amido-alpha, naphthol-alpha
sulphonic acid) can be converted into beta, alpha, dihydroxynaphthalene alpha
sulphonic acid, or alpha, beta, dihydroxynaphthalene alpha, sulphonic acid, viz., by
heating it or its salts with water at elevated temperatures. The reaction proceeds
in such a manner that the amido group in the "beta" position is displaced by the
hydroxyl group, the sulphonic group in the "alpha" position remaining intact,
notwithstanding that, as a rule, sulphonic groups in the alpha position are
readily split off.

page_text: A meta-dihydroxynaphthalene sulphonic acid, or naphtharesorcinol sulphonic
acid, is thus obtained.
The conversion of beta, amido alpha, naphthol alpha, sulphonic acid into the
new dihydroxynapthalenesulphonic acid, is illustrated by the following example,
which, however, is merely typical. The parts are by weight.
ALPHA SULPHONIC
PRODUCTION OF BETA, ALPHA, DIHYDROXYNAPHTHALENE
ACID, OR ALPHA1 BETA
DIHYDROXYNAPHTHALENE ALPHA-SULPHONIC
ACID, FROM BETA, AMIDO ALPHA, NAPHTHOL ALPHA SULPHONIC ACID.
A mixture of 1 part of beta, amido alpha, naphthol alpha, sulphonic acid and
5 parts of water, is heated during about 4 hours in a vessel capable of withstanding
pressure, the temperature being profitably kept at from about 200 to 210 degrees
Centigrade. A solution contains the ammonium salt of dihydroxynaphtalene
sulphonic acid is thus produced.
The acid cannot be salted out from its solutions, owing to its high degree of
solubility. It crystallizes only from very concentrated acid solutions.
Aqueous solutions of the neutral salts of this acid shew an intense yellow colour,
and a greenish fluorescence. The acid can be combined with diazo compounds, or
the like, to form azo dye-stuffs. For instance, a yellow azo colouring matter is
produced by combining this naphtharesorcinol sulphonic acid with diazobenzene
chloride, whilst the known dihydroxynaphthalene sulphonic acids yield brown,
orange, red, or bluish-red azo dye-stuffs, when coupled with diazobenzene. My
foreign correspondents propose to use this dihydroxynaphthalene sulphonic acid
for the production of dye-stuffs.
In order to convert beta, amido alpha, naphthol alpha, sulphonic acid into the
naphtharesorcinol sulphonic acid herein before defined, my foreign correspondents
do not limit themselves to the directions given in the above example. For instance,
salts of the said amidonaphthol sulphonic acid may be used in place of the free
acid prescribed in the preceding Example B.
The researches of my foreign correspondents have also shewn, that an isomeric
naphtharesorcinol sulphonic acid, viz., beta, alpha, dihydroxynaphthalene-beta
sulphonic acid, or alpha₁ beta, dihydroxynaphthalene beta, sulphonic acid, is
produced by heating beta, amido alpha, naphthol beta, sulphonic acid, or salts
thereof, with water or dilute acids, at elevated temperatures. The said beta, amido
alpha, naphtol-beta, sulphonic acid, can easily be obtained by the action of alkalies
on beta, naphthylamine alpha, beta disulphonic acid, or salts thereof. The
last-named beta, alpha, dihydroxynaphthalene beta4 sulphonic acid can also be
obtained, by means of the same process, from alpha, amido beta, naphthol beta
sulphonic acid, or alpha amido beta, naphthol beta, sulphonic acid, which is
isomeric with the aforesaid beta, amido alpha, naphthol-beta sulphonic acid. The
last-mentioned alpha, amido beta, naphthol beta, sulphonic acid, is formed together
with an isomeric acid, on fusing alpha, naphthylamine beta, beta, disulphonic acid,
or salts thereof, with alkalies.
In order to illustrate the production of alpha, beta, dihydroxynaphthalene beta.
sulphonic acid, the following example is given, the parts being by weight.
PRODUCTION OF ALPHA, BETA, DIHYDROXYNAPHTHALENE-BETA: SULPHONIC
AOID, (OR BETA1 ALPHA, DIHYDROXYNAPHTHALENE BETA SULPHONIC
AOID), FROM BETA₁ AMIDO ALPHA, NAPHTHOL BETA. SULPHONIC ACID.
A mixture of 1 part of beta, amido alpha, naphthol beta, sulphonic acid, and
parts of water, is heated, during about 4 hours, in a vessel capable of withstanding

page_text: pressure, keeping the temperature in the oil bath in which the digestor is heated,
at from 200 to 210 degrees Centigrade.
The process for producing this dihydroxynaphthalene monosulphonic acid can
also be carried out by heating, for instance, during 4 hours, at 210 degrees
Centigrade, 1 part of the said beta, amido alpha, naphthol beta, sulphonic acid
with 5 parts of a diluted sulphuric acid containing 5er cent. of pure sulphuric
acid, or on heating 1 part of beta, amido alpha, naphthol beta, sulphonate of
sodium, during 4 hours, at 210 degrees Centigrade, together with 5 parts of a
diluted sulphuric acid, containing from 5 to 10 per cent. of pure sulphuric acid.
The dihydroxynaphthalene sulphonic acid thus formed readily dissolves in water.
It crystallizes in the form of colourless rods from its concentrated acid solutions,
on the addition of common salt. The solutions of its neutral salts possess a yellow
colour and an intense green fluorescence. On adding ferric chloride to a solution
of the acid, a green colour appears, which soon turns into yellow. An addition of
chloride of lime, even when in excess, produces a yellowish-brown colour.
This dihydroxynaphthalene sulphonic acid yields dye-stuffs when combined with
diazo compounds or the like. Thus, for instance, the dye-stuff obtained by means
of tetrazo diphenylchloride in alkaline solution, produces magenta-red shades,
whilst the analogous colouring matter produced in an acidulated solution yields
blue shades.
The said alpha beta, dibydroxynaphthalene beta, sulphonic acid is also obtained,
if the isomeric alpha, amido beta, naphthol beta, sulphonic acid, or alpha, amido
betag naphthol betas sulphonic acid, is heated with water or diluted acids.
The conversion into this naphtharesorcinol sulphonic acid can also be effected
by heating salts of the said amidonaphthol sulphonic acid with dilute acids.
It is known that the resorcinol of the naphthalene series (the so-called naphtha-
rasorcinol) has not hitherto been obtained, attempts to produce this compound by
melting naphthalene meta-disulphonic acid, or naphthol meta sulphonic acid, or
salts thereof, with alkalies, having been made unsuccessfully.
My foreign correspondents have now found that the meta-dihydroxynaphthalene,
or naphtharesorcinol, can be readily obtained on heating beta₁ amido alpha,
naphthol alpha, sulphonic acid, or salts thereof, with diluted acids. The process
proceeds in such a manner that the sulphonic group is split off, and, at the same
time, the amido group is displaced by hydroxyl.
As above mentioned, when the beta₁ amido alpha, naphthol alpha, sulphonic acid,
or salts thereof, are heated with water, at from about 180 to 210 degrees Centigrade,
the meta-dihydroxynaphthalene sulphonic acid (beta, alpha, dihydroxynaphthalene
alpha, sulphonic acid, or alpha, beta, dihydroxynaphthalene alpha, sulphonic acid),
is formed. The production of naphtharesorcinol can also be effected by heating
the last-named dihydroxynaphthalene sulphonic acid, or salts thereof, with diluted
mineral acids at elevated temperatures.
The production of meta dihydroxynaphthalene, or naphtharesorcinol, is illustrated
by the following example, which however is merely typical. The parts are by
weight.
CONVERSION OF BETA-AMIDO-ALPHA NAPHTHOL ALPHA SULPHONIO AOID
INTO NAPHTHARESOROINOL.
A mixture of 1 part of beta, amido alpha, naphthol alpha, sulphonic acid, and
5 parts of diluted sulphuric acid (containing 5 per cent. of pure sulphuric acid),
is heated, during 4 hours, under pressure, keeping the temperature in the oil bath
at about 215 degrees Centigrade. After cooling, the product consists of an upper
aqueous and a lower oily layer. Hot water is added to it in such a quantity that
but a small proportion of a black resin remains undissolved. When cold, the
solution is filtered, and the filtrate thus obtained is extracted by means of ether.

page_text: When the ether is distilled off, an almost colourless oil remains, which gradually
becomes a radio-crystalline mass.
Meta dihydroxynaphthalene (naphtharesorcinol) differs from all the isomeric
compounds. It is the last dihydroxynaphthalene which is theoretically possible..
It is soluble with great readiness, even in water. When crystallized from water, it
forms pellucid, and probably hexagonal, leaves or tablets, grouped in rosettes,.
melting at about 124 degrees Centigrade.
Beta, alpha, or alpha, beta, dihydroxynaphthalene (naphtharesorcinol) is also
obtained, on using, in the preceding Example D, the corresponding quantity of
beta, alpha, dihydroxynaphthalene alpha, sulphonic acid, or alpha, beta, dihydroxy-
naphthalene alpha, sulphonic acid, in place of beta, amido alpha, naphthol alpha
sulphonic acid. In order to split off the sulphonic group, other diluted acids.
can be used.
Having now particularly described and ascertained the nature of the said inven-
tion and in what manner the same is to be performed (as communicated to me
from abroad), I declare that what I claim is:
°
1. The production of beta, amido alpha, naphthol alpha, sulphonic acid, or
salts thereof, from beta, naphthylamine alpha, alpha, disulphonic acid, or salts.
thereof.
2. The process for producing beta, amido alpha, naphthol alpha, sulphonic acid,.
by fusing with alkalies heta, naphthylamine alpha, alpha, disulphonic acid, or
salts thereof, and subsequently isolating the beta₁ amido alpha, naphthol alpha
sulphonic acid so formed, either as such, or in the form of its salts.
3. The manufacture of beta, alpha, dihydroxynaphthalene alpha, sulphonic acid,
or alpha beta, dihydroxynaphthalene alphas sulphonic acid, or salts thereof, from
beta, amido alpha, naphthol alpha, sulphonic acid.
4. The process for producing beta, alpha, dihydroxynaphthalene alpha, sulphonic
acid, or alpha, beta, dihydroxynaphthalene alpha, sulphonic acid, or salts thereof,
which process consists in heating beta, amido alpha, naphthol alpha, sulphonic acid
with water at elevated temperatures, and subsequently isolating the dihydroxy-
naphthalene mono-sulphonic acid, either as such, or in the form of its salts.
5. The production of beta, alpha, dihydroxynaphthalene beta sulphonic acid, or
alpha, beta, dihydroxynaphthalene beta, sulphonic acid, or salts thereof, from beta₁
amido alpha, naphthol beta, sulphonic acid, or salts thereof.
6. The process for producing beta, alpha, dihydroxynaphthalene beta sulphonic
acid, or alpha beta, dihydroxynaphthalene betas sulphonic acid, or salts thereof,
which process consists either in heating, at elevated temperatures, the free beta₁
amido-alpha, naphthol beta, sulphonic acid with water or diluted acids, or in
heating, at elevated temperatures, beta, amido alpha, naphthol beta sulphonic
salts with diluted acids, and in subsequently isolating the alpha, beta, dihydroxy-
naphthalene beta, sulphonic acid, either as such, or in the form of its salts.
7. The production of beta, alpha, dihydroxynaphthalene beta, sulphonic acid, or
alpha, beta, dihydroxynaphthalene beta, sulphonic acid, or salts thereof, from
alpha, amido beta, naphthol beta, sulphonic acid, or alpha, amido beta, naphthol
betas sulphonic acid.
8. The process for producing beta, alpha, dihydroxynaphthalene beta, sulphonic
acid, or alpha, beta, dihydroxynaphthalene beta, sulphonic acid, or salts thereof,.
which process consists either in heating, at elevated temperatures, the free alpha,
amido beta, naphthol beta sulphonic acid (alpha, amido beta, naphthol beta
sulphonic acid), with water or diluted acids, or in heating at elevated temperatures
alpha, amido beta, naphthol beta, sulphonic (alpha, amido beta, naphthol beta,
sulphonic) salts, with diluted acids, and in subsequently isolating the beta, alpha,
dihydroxynaphthalene beta4 sulphonic acid (alpha₁ beta, dihydroxynaphthalene
beta, sulphonic acid), either as such, or in the form of their salts.
9. The manufacture of naphtharesorcinol (metadihydroxynaphthalene, or beta
alpha, or alpha, beta-dihydroxynaphthalene), from betai amido alpha, naphthol
B

page_text: alpha, sulphonic acid, or beta₁ alpha, dihydroxynaphthalene alpba, sulphonic acid
(alpha, beta, dihydroxynaphthalene alphas sulphonic acid), or salts thereof.
10. The process for producing naphtharesorcinol (meta dihydroxynaphthalene),
which process consists in heating with diluted mineral acids, at elevated temperatures,
either beta, amido alpha, naphthol alpha, sulphonic acid, or beta, alpha, dihydroxy-5
naphthalene alpha, sulphonic acid, or salts thereof, and subsequently isolating, in a
suitable manner, the meta dihydroxynaphthalene so formed.
11. As new products of manufacture :-
a) Beta, amido alpha, naphthol alpha, sulphonic acid;
6) Beta, alpha, dihydroxynaphthalene alpha, sulphonic
acid, or alpha, beta, dihydroxynaphthalene alpha, sul-
phonic acid;
c) Beta alpha, dihydroxynaphthalene beta sulphonic
acid, or alpha, beta, dihydroxynaphthalene beta, sul-
phonic acid;
d) Metadihydroxynaphthalene (naphtharesorcinol).
Produced by the
processes herein-
before defined,
or in any other
way affording the
same result.