IMPROVEMENTS IN THE PRODUCTION OF METHYLQUINOLINE FROM ORTHO- NITRO-BENZYLIDENACETONE
Year: 1882

page_text: LETTERS PATENT to John Erskine of 151 St. Vincent Street Glasgow in
the County of Lanark North Britain Solicitor for an invention of
IMPROVEMENTS IN THE PRODUCTION OF METHYLQUINOLINE FROM ORTHO-
NITRO-BENZYLIDENACETONE A communication to him from abroad by the
Farbwerke vorm: Meister Lucius & Brüning of Hoechst-am Main in the
Empire of Germany.
PROVISIONAL SPECIFICATION left by the said John Erskine at the Office
of the Commissioners of Patents on the 26th July 1882.
JOHN ERSKINE, of 151 St Vincent Street, Glasgow, in the County of Lanark,
North Britain, Solicitor, "IMPROVEMENTS IN THE PRODUCTION OF METHYL-
QUINOLINE FROM ORTHO-NITRO-BENZYLIDENACETONE." [A communication to him
from abroad by the Farbwerke vorm: Meister Lucius & Brüning of Hoechst-am
Main in the Empire of Germany.]
The object of this Invention is the production of methylquinoline from ortho-
nitro-benzylidenacetone. When the ortho-nitro-benzylidenacetone obtained by
nitrating and treating benzylidenacetone in the manner described in Dixon's
Provisional Specification No. 1453, A.D, 1882, is treated with reducing agents, it
is transformed into methylquinoline,-
2 TH
NO.
+ 3 H, = C¸ H,. C¸ H.. (CH) N + 3 H₂. O.

page_text: SPECIFICATION in pursuance of the conditions of the Letters Patent filed by
the said John Erskine in the Great Seal Patent Office on the 17th January
1883.
JOHN ERSKINE, of 151 St. Vincent Street, Glasgow, in the County of Lanark,
North Britain, Solicitor. "IMPROVEMENTS IN THE PRODUCTION OF METHYL-
QUINOLINE FROM ORTHO-NITRO-BENZYLIDENACETONE," a communication from abroad
to me by the Farbwerke vorm: Meister, Lucius and Brüning of Hocchst-am-Main,
in the Empire of Germany.
The object of this Invention is the production of methylquinoline from Ortho-
Nitro-benzylidenacetone.-When the ortho-nitro-benzylidenacetone obtained by
nitrating and treating benzylidenacetone in the manner described in the Specifi-
cation of Letters Patent granted to Joseph Anthony Dixon, Number 1453, A.D. 1882,
is treated with reducing agents it is transformed into methylquinoline.
2
C. H. CH. CH. CO. CH,
+
1₂ = Q6 117. Og El。 (Ufg) N + 3 H, O.
This base can be used for the production of azo colouring matters.
According to the experience of the communicators of this Invention, tinchloride
and muriatic acid are the agents best adapted for the reduction of the ortho-
nitro-benzylidenacetone.
For every 20 parts of ortho-nitro-benzylidenacetone, there is used, 75 parts of
tinchloride, and 75 parts of Muriatic acid (of 12, specific gravity) diluted by its
own quantity of water. The methylquinoline forms-under considerable elevation
of temperature.
To the mass resulting from the reaction, there is added an excess of hydrate of
lime and the new base by distillation is separated in a current of steam.
It may be observed that the methylquinoline boils at about 464° Fahrenheit
(240° Centigrade) and yields salts crystallizing beautifully.
Having now described and particularly ascertained the nature of the said
Invention and the system, mode or manner in or under which the same is or may
be used or practically carried into effect it. is to observed in conclusion that
what is considered to be novel and original and therefore claimed as the Invention
secured to the Inventors by the hereinbefore in part recited Letters Patent is :-
The production of methylquinoline by treating ortho-nitro-benzylidenacetone
with reducing agents in manner herein before described or in manner substantially
the same.
•
In witness whereof I the said John Erskine have hereunto set my hand
and seal this Twenty-eighth day of December in the year of Our Lord
One thousand eight hundred and eighty two.
JOHN ERSKINE. (L.S.)