Year: 1891

page_text: Date of Application, 8th May, 1891
Complete Specification Left, 5th Feb., 1892-Accepted, 12th Mar., 1892
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane, in the
County of London, Fellow of the Institute of Patent Agents, do hereby declare the
nature of this invention to be as follows
According to the present invention, there is obtained by the nitration of
methylphenylpyrazolon, a nitro compound that can be converted by reduction into
an amido-compound.
The following examples will serve to exemplify the process for the production of
these substances.
I. NITROMETHYLPHENYLPYRAZOLON.
Methylphenylpyrazolon is dissolved in five times the quantity of concentrated
sulphuric acid (monohydrate) and is nitrated under cooling by means of nitrating
acid of 33 per cent. On afterwards pouring this solution into iced water, a yellow
precipitate is separated which is crystallized out of alcohol, in which it dissolves
with some difficulty.
10
The nitromethylphenylpyrazolon has the composition C₁,H,NO, and forms an
orange yellow crystalline powder.
It melts at about 218° C. under decomposition, does not dissolve in water,
dissolves with difficulty in alcohol and dissolves in a soda solution.
II. AMIDOMETHYLPHENYLPYRAZOLON
is produced from the described nitro compound by reduction with tin and hydro-
chloric acid.
After removal of the tin by sulphuretted hydrogen and partial evaporation of
the solution, there is obtained the hydrochlorate in fine needles, which is purified
by solution in water and precipitation with concentrated hydrochloric acid.
The hydrochlorate has the composition C₁H₁N,O 2 HCl.
10
By diazotising and boiling the solution, a precipitate is formed which is hardly
soluble in alcohol and glacial acetic acid; it dissolves however in a soda solution
and can be precipitated again from the same by means of acids.
Dated this 8th day of May 1891.
ABEL & IMKAI,
Agents for the Applicant.
COMPLETE SPECIFICATION.
Manufacture of Nitro- and Amidomethylphenylpyrazolon and a
Derivative of the latter.
I, OLIVER IMRAY, of No. 28 Southampton Buildings, Chancery Lane, in the
County of London, Fellow of the Institute of Patent Agents, 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:-
According to the present invention, there is obtained by the nitration of

page_text: methylphenylpyrazolon a nitro compound that can be converted by reduction into
an amido-compound.
The following examples will serve to exemplify the process for the production of
these substances.
I. NITROMETHYLPHENYLPYRAZOLON.
Methylphenylpyrazolon is dissolved in five times the quantity of concentrated
sulphuric acid (monohydrate) and is nitrated under cooling by means of nitrating
acid of 33 per cent. On afterwards pouring this solution into iced water, a yellow
precipitate is separated which is crystallized out of alcohol, in which it dissolves
with some difficulty.
3
The nitromethylphenylpyrazolon has the composition C₁H,N₂O, and forms an
orange yellow crystalline powder.
It melts at about 218° C. under decomposition, does not dissolve in water,
dissolves with difficulty in alcohol and dissolves in a soda solution.
II, AMIDOMETHYLPHENYLPYRAZOLON
is produced from the described nitro compound by reduction with tin and hydro-
chloric acid
After removal of the tin by sulphuretted hydrogen and partial evaporation of
the solution, there is obtained the hydrochlorate in fine needles which is purified
by solution in water and precipitation with concentrated hydrochloric acid.
The hydrochlorate has the composition C₁H₁N,O 2 HCI.
By diazotising and boiling the solution a precipitate is formed which is hardly
soluble in alcohol and glacial acetic acid; it dissolves however in a soda solution
and can be precipitated again from the same by means of acids.
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 manufacture of nitro methylphenylpyrazolon by nitrating methyl-
phenylpyrazolon by means of nitric acid or nitrosulphuric acid, substantially as
described.
2. The manufacture of amido methylphenylpyrazolon by reducing the nitro-
methylphenylpyrazolon referred to in the preceding claim substantially as
described.
Dated thin 5th 2on of Fahw 1000
ABEL & IMRAY,
Agents for the Applicant.