A NEW OR IMPROVED PROCESS FOR PRODUCING MONALCOHOLIZED HYDRIC-BASES
Year: 1882

page_text: LETTERS PATENT to Walter Alfred Barlow of 6 St Paul's Churchyard in the
city of London Patent Agent and Engineer for an Invention of "A NEW OR
IMPROVED PROCESS FOR PRODUCING MONALCOHOLIZED HYDRIC-BASES Com-
municated to me by Alexander Böhringer, a person resident at Stuttgart in
the Empire of Germany
PROVISIONAL SPECIFICATION left by the said Walter Alfred Barlow at
the Office of the Commissioners of Patents on the 16th December 1882.
WALTER ALFRED BARLOW of 6 St Pauls Churchyard in the City of London
Patent Agent and Engineer "A NEW OR IMPROVED PROCESS FOR PRODUCING
MONALCOHOLIZED HYDRIC BASES a communication to me by Alexander Bohringer
a person resident at Stuttgart in the Empire of Germany
The Invention consists in the production of monoalcoholized Hydro-bases by
hydrating salts of ammonium bases which already contain the requisite traces of
alcohol.
•
The direct introduction of alcohol radicles especially of those of the traces of
methyl in secondary bases, as is well known scarcely ever leads to a homogeneous
product as by reason of the progress of the alcoholization the quarternary base is
formed whilst corresponding quantities of secondary bases remain unaltered this
not only causing loss of material but moreover necessitates more or less additional
simple processes for separating the various
The method hereinafter exemplified may be used for producing nonalcoholic
hydrated bases of the Chinoline group such as
Monalcoholized Hydrochinoline and homologous bodies.
Monalcoholized Hydrolepidines and homologous bodies as well as Hydrochinolines
containing a more complex carbonic formation for instance Phenantrenchinoline and
so forth and said process consists in alcobolizing the triatomic base which is poorer
in hydrogen, the salt of the alcoholized quarternary base being thus attained
without bye products this being then subjected to hydration.

page_text: For instance: for producing monomethylic Hydrochinoline Chinoline is taken;
this is transformed say by the influence of Chloric Methyl, into the Chlorure of
Methyl Chinolineum this being transformed by reducing agents (preferably by
finely divided metals say iron tin and so forth in acid solution such as Hydrochloric
acid acetic acid, and so forth) into Chlor Hydrate (or into the salt which corresponds
with the acid that has been employed) of the Methy Chydro-Chinoline and from
this the base is set free in the well known manner and is either driven off by steam
or brought over by solvents
Proportions by weight which give a favorable result in practice are 2 parts of
Chinoline are transformed into the Chlorate of Methyl Chinolinium by 1 part of
Chloric Methyl and this is transformed into the Chloric Hydrate of Methyl
hydrochinoline by the gradual addition of 3 parts of granulated tin.
The reaction takes place according to the following formula
2

page_text: SPECIFICATION in pursuance of the conditions of the Letters Patent filed
by the said Walter Alfred Barlow in the Great Seal Patent Office on the
16th June 1883.
WALTER ALFRED BARLOW of 6 St Paul's Churchyard in the city of London
Patent Agent and Engineer. "A NEW OR IMPROVED PROCESS FOR PRODUCING
MONALCOHOLIZED HYDRIC-BASES a communication to him by Alexander Bohringer
a person resident at Stuttgart in the Empire of Germany
"
This Invention consists in the production of mono-alcholized hydro-bases by
hydrating salts of ammonium bases which already contain the requisite proportions
of alcohol
The direct introduction of alcohol-radicles especially of those of the traces of
methyl in secondary bases as is well known scarcely ever leads to a homogeneous
product as by reason of the progress of the alcoholization the quarternary base is
formed whilst corresponding quantities of secondary bases remain unaltered and
this not only causes loss of material but moreover necessitates more or less
additional simple processes for separating the various bodies.
The method hereinafter exemplified may be used for producing monoalcoholic
hydrated bases of the Chinoline group such as: monoalcholized Hydrochinoline
and homologous bodies monoalcoholized Hydrolepidines, and homologous bodies as
well as Hydrochinolines containing a more complex carbonic formation for instance
Phenantrenchinoline and so forth and said process consists in alcoholizing the
triatomic base which is poorer in hydrogen the salt of the alcoholized quarternary
base being thus attained without by products. this being then subjected to
hydration
For instance for producing monomethylic Hydrochinoline Chinoline is taken,
this is transformed say by the influence of Chloric Methyl into the chlorate of
Methyl Chinolinium this being transformed by reducing agents (preferably by
finely divided metals say iron, tin and so forth in acid solution such as Hydro-
chloric acid accetic acid and so forth) into chlor-hydrate (or into the salt which
corresponds with the acid that has been employed) of the Methylhydro-chinoline
and from this the base is set free in the well known manner and is either driven off
by steam or brought over by solvents.
The proportions by weight which give a favorable result in practice are: 2 parts
of chinoline are transformed into the chlorate of Methyl-chinolinium by one part of
Chloric Methyl and this is transformed into the Chloric hydrate of Methyl hydro-
chinoline by the gradual addition of 3 parts of granulated tin. The reaction takes
place according to the following formula.
C. H,. N. C. H. C + H₁ = С. H10. -N-.C. H₂ H. C.
-10°
The above indicated quantitative proportions give a satisfactory practical result
but may however vary within wide limits.
The Methyl-hydro-chinoline is a weak base boiling at 246.5° C (the hydro-
chinoline boiling at 248° C) which in combination with sulphuric acid forms only
acid salts which crystalize well and are not affected by air.
The salt formed by hydro-iodir-acid melts at 168° C and crystalizes also easily
and well and is obtained in rhomboidal anhydric plates from aequous as well as from
alcoholic solutions and is more difficult to dissolve in water than the acid and
hyperacidated sulphate.
The nitrate also crystalizes well and is constant whilst the acid tartrate under-
goes partial decomposition by water
The methyl-hydro-chinoline is also characterized by its property of combination
with methyl of iodine with nearly explosive violence and produces the beautifully

page_text: crystalizing iodur of Dimethyl-hydro-chinoline-ammonia melting at 175° C.,
Methyl-hydro-chinoline is a colourless liquid strongly reflecting the light, of a
slightly aromatic taste and it gradually darkens by exposure to the air.
The Lepidin obtained from the residue of Quinine manufacture gives under the
same conditions the corresponding Methyl-hydro-lepidine which boils at about 7°
higher than the described Methyl-hydro-chinoline and shows great similarity with
the salts described above: The bases mentioned: Methyl-hydro-chinoline and
Methyl-hydro-lepidine (from Cinchonine-lepidine) have when applied as salts
decided antifebrile qualities which are ascertained by a considerable diminution of
the temperature even under normal conditions. It is therefore to be anticipated
that these preparations will find practical applications
Having now described the nature and particulars of the said Invention in such
wise that any acquainted with the art to which they appertain may carry the same
into practical effect I claim :-
The new or improved process for producing monoalcoholized hydric-bases by
hydrating tertiary bases which have been previously transformed into salts of the
annonia bases by alcoholization as herein described
In witness whereof I the said Walter Alfred Barlow have hereunto set my
hand and seal this fourteenth day of June in the year of our Lord one
thousand eight hundred and eighty three