Year: 1895

page_text: Date of Application, 29th Apr, 1895
Complete Specification Left 25th Jan 1896-Accepted 29th Feb, 1896

page_text: salt of cinnamic acid, equivalent quantities of other alkylic salts of this acid, or
alkylic salts of substituted cinnamic acid, such as the methylic or ethylic salt of
hydroxy-cinnamic acid, or the methvlic or ethylic salt of amido cinnamic acid, or
the like, be employed
In the production of these thio compounds, my foreign correspondents do not
limit themselves to tbe particulars given in the foregoing example as the quantity
of sulphur, the duration of heating, and the temperature, can vary within certain
limits Naturally, the products may be purified in a manner other than that
herein before described Such or similar modifications do not alter the nature of this
invention, which in general relates to the production of thio compounds from alkylic
salts of cinnamic acid or substituted cinnamic acid
According to the researches of my foreign correspondents, these new thio-
compounds are suitable for therapeutical purposes
Dated this 29th day of April 1895
NEWTON & SON,
Agents for the Applicant
The Manufacture or Production of Chemical Compounds Containing
Sulphur from Derivatives of Cinnamic Acid
I HENRY EDWARD NLWTON of The Office for Patents, 6 Breams Buildings,
Chancery Lane, in The County of London, 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
-
It is known that thiophen or derivatives thereof are produced by heating
ethylene or derivatives thereof, such as stilbene, methoxy-stilbene, or the like
with sulphur Cinnamic acid is similarly affected, two somente diphenylthiophens
being produced on heating this acid with sulphur at from 230 to 240 degrees
Centigrade
My foreign correspondents have now found, that the action takes place in
another manner, if illylic salts of cinnamic acid are acted on by sulphur it
somewhat high tempi itunes, a produce containing sulphur, which does not belong
to the thiophen scrie, being formed
I he process is illu trited by the following example, the parts being by weight
EXAMI LE
PRODUCTION OF 1 NEW IHIO COMI OUND
1 ROM THF ETHYLIC SALI OF
CINNAMIC ACID
A mixture of 2 parts of the ethylic salt of cinnamic acid (CH.CH
CH COOC,H,) and 1 part of sulphur is heated during from 8 to 10 hours at a
temperature of about 250-260 degrees Centigrade The action which takes
place involves the separation of ethyl alcohol When alcohol ceases to distil
off, the mass is allowed to cool The product is then several times cystallized
from hot alcohol, oi other suitable solvent, animal charcoal being used to
decolorize it
The pure compound thus obtained crystallises in yellowish almost oaomile-s
scales or plates, which readily dissolve in benzene, ether, acetone, or similar
solvents, also in fats, and in boiling alcohol It dissolves with difficulty in cold
alcohol, and is almost insoluble in water It has the formula CHS O
The researches of my foreign correspondents have further shewn that, on
boiling this thio compound with caustic soda-lye, it is decomposed, acetophenone
being formed

page_text: The process proceeds in an analogous manner on using, instead of the ethylıc
salt of cinnamic acid, the equivalent quantities of another alkylic salt of this
acid
In the production of this thio-compound, my foreign correspondents do not limit
themselves to the particulars given in the foregoing example, as the quantity of
sulphur, the duration of heating, and the temperature, can vary within certain
limits Moreover, the thio product may be purified in other ways than that herein-
before described Such or similar modifications do not alter the nature of this
invention, which, in general terms, relates to the production of a thio-compound
from alkylic salts of cinnamic acid
According to the researches of my foreign correspondents, this new thio compound
is suitable for therapeutical use
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
from abroad), I declare that what I claim is
-
1 The process for producing a new thio compound of the formula C,H,S₂O,
which process consists in heating alkylic salts of cinnamic acid with sulphur at
elevated temperatures
2 As a new product of manufacture, the thio compound of the formula C,H.S₂O
produced by the process herein before defined, or in any other manner yielding the
same result
3 The use of the thio compound of the formula C,H,S,O hereinbefore defined,
for therapeutical purposes
24th day of January 1896