Manufacture of Ortho- and Para-dinitrodibenzylaniline-sulphonic Acids and their Homologues.
Year: 1899

page_text: Date of Application, 11th May, 1899
Complete Specification Left, 5th Feb., 1900-Accepted, 10th Mar.,
1900
PROVISIONAL SPECIFICATION.
. Manufacture of Ortho- and Para-dinitrodibenzylaniline-sulphonic
Acids and their Homologues.
I, OLIVER IMRAY, of Birkbeck Bank Chambers, Southampton Buildings, in the
County of London, Chartered Patent Agent, do hereby declare the nature of this
invention (as communicated to me from abroad by The Farbwerke vormals: Meister
Lucius & Brüning, of Hoechst a/Main, in the Empire of Germany, Chemical
Manufacturers) to be as follows:-
My correspondents have found that ortho- and para-dinitrodibenzylanilinesulphonic
acids and their homologues may easily be obtained if 2 molecular proportions of
ortho- or para-nitrobenzylchloride be allowed to act in the heat upon the aqueous
solution of 1 molecular proportion of a salt of the corresponding amidosulphonic
acid in the presence of caustic alkalies or alkali carbonates or acetates.
The salts of the dinitrodibenzylsulphanilic acid and its homologues are of a slightly
yellow tint. The free acids are distinguished from the mononitrobenzyl aromatic
aminesulphonic acids by the fact that they are easily soluble in water, especially hot
water.
EXAMPLE.
173 kilos. of sulphanilic acid and 165 kilos. of soda ash are dissolved in 1500 litres
of water and heated in a closed vessel, provided with an inverted condenser and
agitator, with 171-5 kilos. of para-nitrobenzylchloride until the latter has disappeared.
On cooling, the sodium salt of the para-dinitro-dibenzylsulphanilic acid separates in
gold yellow laminæ, easily soluble in hot water and with some difficulty in cold water.
If a hot solution of the salt be acidified with hydrochloric acid the free dinitrodi-
benzylsulphanilic acid separates in the cold in pale yellow laminæ. In this example,
or the sulphanilic acid may be substituted an equivalent quantity of another
romatic aminesulphonic acid and for the para-nitrobenzylchloride the same quantity
of ortho-nitro-benzylchloride.
For the pure nitrobenzylchloride may be substituted advantageously chlorination
products resulting from the treatment with chlorine of ortho- or para-nitrotoluene
nd containing ortho- or para-nitrobenzylchloride.
Dated this 11th day of May 1899.
COMPLETE SPECIFICATION.
Manufacture of Ortho- and Para-dinitrodibenzylaniline-sulphonic
Acids and their Homologues.
I, OLIVER IMRAY, of Birkbeck Bank Chambers, Southampton Buildings, in
the County of London, Chartered Patent Agent, do hereby declare the nature of
[Price 8d.]
Manufacture of Ortho- and Para-dinitrodibenzylaniline-sulphonic
Acids and their Homologues.
I, OLIVER IMRAY, of Birkbeck Bank Chambers, Southampton Buildings, in
the County of London, Chartered Patent Agent, do hereby declare the nature of
[Price 8d.]

page_text: this invention (as communicated to me from abroad by The Farbwerke vormals:
Meister Lucius & Brüning, of Hoechst a/Main, in the Empire of Germany, Chemical
Manufacturers) and in what manner the same is to be performed, to be particularly
described and ascertained in and by the following statement:-
My correspondents have found that ortho- and para-dinitrodibenzylanilinesulphonic
a cids and their homologues may easily be obtained if 2 molecular proportions of
ortho- or para-nitrobenzylchloride. 'be allowed to act in the heat upon the aqueous
solution of 1 molecular proportion of a salt of the corresponding amidosulphonic
acid in the presence of caustic alkalies or alkali carbonates or acetates.
The salts of the dinitrodibenzylsulphanilic acid and its homologues are of a
slightly yellow tint. The free acids are distinguished from the mononitrobenzyl-
aromatic-aminesulphonic acids by the fact that they are easily soluble in water,
especially hot water.
EXAMPLE.
173 kilos. of sulphanilic acid and 165 kilos. of soda ash are dissolved in 1500 litres
of water and heated in a closed vessel, provided with an inverted condenser and
agitator, with 171.5 kilos. of para-nitrobenzylchloride, until the latter has disappeared.
On cooling the sodium salt of the para-dinitrodibenzylsulphanilic acid separates in
gold yellow laminæ, easily soluble in hot water and with some difficulty in cold
water. If a hot solution of the salt be acidified with hydrochloric acid the free
dinitrodibenzylsulphanilic acid separates in the cold in pale yellow laminæ. In this
example, for the sulphanilic acid may be substituted an equivalent quantity of
another alphylaminesulphonic acid and for the para-nitrobenzylchloride the same
.quantity of ortho-nitrobenzylchloride.
For the pure nitro-benzylchloride may be substituted advantageously chlorination
products resulting from the treatment with chlorine of ortho- or para-nitrotoluene
and containing ortho- or para-nitro-benzylchloride.
Having now particularly described and ascertained the nature of this inven-
tion and in what manner the same is to be performed, I declare that what I
claim is :-
1. The herein described manufacture of ortho- and para-dinitrodibenzylaniline-
sulphonic acid and its homologues by treating in the heat one molecular proportion
of a salt of aniline sulphonic acids or their homologues with two molecular proportions
of ortho- or para-nitro-benzylchloride in the presence of caustic alkalies, alkali
carbonates or acetates or alkaline earths.
2. The ortho- and para-dinitrodibenzylanilinesulphonic acid and its homologues
manufactured as above set forth.
.
1
1
1000
ABEL & IMRAY,
Agents for the Applicant.