Production of Para-ethoxy- and of Para-methoxy-phenyl- succinimides.
Year: 1893

page_text: Date of Application, 11th Aug, 1893
Complete Specification Left, 11th May, 1894-Accepted, 16th June, 1894
PROVISIONAL SPECIFICATION.
[Communicated from abroad by THE FARBWERKE vormals MEISTER LUCIUS
AND BRUNING, of Hoechst a/ Main, in the Empire of Germany, Chemical
Manufacturers.]
Production of Para-ethoxy- and of Para-methoxy-phenyl-
succinimides.
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane, in the
County of London, Chartered Patent Agent, do hereby declare the nature of this
invention to be as follows:-
This invention relates to the production of para-ethoxy-phenyl-succinimide
and of para-methoxy-phenyl-succinimide, which is effected as set forth in the
11

page_text: It is in form of colourless or slightly coloured needles melting at 165° C. It is.
easily soluble in alcohol and in acetic acid. Like the ethyl compound it is
transformed with alkalies into the para-methoxy-phenyl-succinaminic acid.
Its qualities are similar to those of the corresponding ethyl compound.
Dated this 11th day of August 1893.
ABEL & IMRAY,
Agents for the Applicant.
CONTDELE NECIFICATION.
· Production of Para-ethoxy- and of Para-methoxy-phenyl-
succinimides.
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane, in the
County of London, Chartered 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 :-
This invention relates to the production of para-ethoxy-phenyl-succinimide and
of para-methoxy-phenyl-succinimide, which is effected as set forth in the following
examples :-
(Succinyl-para-phenetole) (H,.CO.
N-CH-OCH¸.
2
a) Production from para-amido-phenetol-hydrochlorate
173-5 parts of para-amido-phenetol-hydrochlorate
118
succinic acid in fine powder
"
"
are well mixed and heated on an oil or sand bath at from 180 to 190° C. until the
formation of water and hydrochloric acid has ceased and a red liquid has formed 2
which on cooling sets in crystalline form.
The anilide thus obtained is recrystallised from hot alcohol of 90 per cent.
6) Production from para-acet-amido-plenetol
179 parts of para-acet-amido-phonetol and
118
"
"
succinic acid in admixture
are heated on a sand bath. At 100° C. the mass begins to melt and at about
160° C. it is transformed into a liquid slightly yellow coloured. Above this
temperature formation of acetic acid sets in, which augments with the rising
temperature. Finally the mass is heated to about 245° C. until the formation of
acetic acid ceases. The product thus obtained is recrystallised from hot alcohol.
The para-ethoxyl-phenyl-succinimide is in form of colourless or slightly yellow
prismatic needles. It melts at 155° C., dissolves easily in hot alcohol and in hot
acetic acid, very sparingly in water, but in any proportion in ether. With an
aqueous solution of potassium hydrate it furnishes the potassium salt of the
para-ethoxy-phenyl-succinaminic acid.
3
3

page_text: It is in form of colourless or slightly coloured needles melting at 165° C. It is
easily soluble in alcohol and in acetic acid. Like the ethyl compound it is.
transformed with alkalies into the para-methoxy-phenyl-succinaminic acid.
Its qualities are similar to those of the corresponding ethyl compound.
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 production of para-ethoxy-phenyl-succinimide and of para-methoxy-phenyl-.
succinimide by heating para-amido-phenetol or para-amido-anisol-hydrochlorate or
para-acet-amido-phenetol or para-acet-amido-anisol with succinic acid until the
formation of water and hydrochloric acid or of acetic acid ceases, and recrystallising
from alcohol the products thus obtained, substantially as described.
2. The para-ethoxy-phenyl-succinimide and the para-methoxy-phenyl-succinimide,.
produced in the manner above set forth.
ABEL & IMRAY,
Agents for the Applicant.