Improvements in the Manufacture of Nitroso Compounds.
Year: 1894

page_text: Date of Application, 19th Apr., 1594
Complete Specification Left, 21st Jan., 1895-Accepted, 23rd Feb., 1895
PROVISIONAL SPECIFICATION.
[Communicated from abroad by Messrs. WIRTH & Co., of Frankfort-on-the-
Main, in the Empire of Germany, acting as Agents of A. Leonhardt & Co.,
of Mülheim, near Frankfort-on-the-Main, in the Empire of Germany, Aniline
Colour Manufacturers.]
Improvements in the Manufacture of Nitroso Compounds.
I, HENRY HARRIS LAKE, of the Firm of Haseltine, Lake & Co., Patent
Agents, 45 Southampton Buildings, in the County of Middlesex, do hereby declare
the nature of this invention to be as follows:-
This invention relates to the manufacture of nitroso compounds.
The communicators have found that nitroso compounds of metaamidophenol or
its homologues may be obtained by reacting with alkylnitrites on the amidophenols.
Thus when the sodium salt of metaamidocresol (CH, NH, OH = 1:2:4) is
dissolved in spirit and one molecular proportion of amylnitrite is added in the cold,
the liquid gradually assumes a yellowish red tint and after a prolonged standing
the nitrosoamidocresol may be precipitated by acetic acid.
Dated this 19th day of April 1894.
HASELTINE, LAKE & Co.,
45, Southampton Buildings, London, W.C., Agents for the Applicant.
Improvements in the Manufacture of Nitroso Compounds.
I, HENRY HARRIS LAKE, of the Firm of Haseltine, Lake & Co., Patent
Agents, 45 Southampton Buildings, in the County of Middlesex, 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 manufacture of colouring matters.
The communicators have found that nitroso compounds of metaamidophenol or
its homologues may be obtained by reacting with alkylnitrites on the alkalisalts of
the amidophenols.
In such a way nitrosometaamidophenol or nitrosometaamidocresol (CH, NH,:
OH 1:2:4 or 1 : 4:2) can be prepared as follows.
1st. 13 kilos. of metaamidoparacresol (CH, NH, OH =
: = 1:2:4) are dissolved
in 60 litres of spirit and 9 litres of caustic soda lye of 40° Bé., the solution is well
cooled and 13 kilos. of amylnitrite are gradually added. After standing for about
24 hours the fluid assumes an intensely reddish yellow colour and is then over-
saturated in the cold with acetic acid. After standing for several hours the free
nitrosoamidocresol separates in the form of a red precipitate; it is filtered and
well washed with water.
2nd. 1 kilo. of metaamidophenol is dissolved in 3 litres of spirit and 0.9 litre
of caustic soda lye of 30% and to this solution which is well cooled with ice,
14 kilos. of amylnitrite are gradually added. The fluid gradually assumes an
intensely reddish yellow tint and after some time the sodiumsalt of nitrosoamidophenol

page_text: separates in crystals, amidoazocompounds formed at the same time remaining
dissolved in the fluid. When all the sodiumsalt has completely separated, it is
filtered and washed with spirit.
The nitrosocompounds thus obtained are identical with those mentioned in the
Specification of a former Patent No. 51594.
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 by
my foreign correspondents, I declare that what I claim is
1. The production of mononitrosometaamidophenol or mononitrosometaamido-
orthocresol or mononitrosometaamidoparacresol by the berein described process
which consists in reacting with alkylnitrites (preferably with amylnitrite) on meta-
amidophenol or metaamidcorthocresol or metaamidoparacresol in an alkaline
solution.
2. Mononitrosometaamidophenol or mononitrosometaamidoorthocresol or mono-
nitrosometaamidoparacresol, produced substantially as hereinbefore described.
Dated this 21st day of January 1895.
HASELTINE, LAKE & Co.,
45, Southampton Buildings, London, W.C., Agents for the Applicant.