Year: 1899

page_text: When the reaction is finished, the new urethane (which has separated during the
reaction in the shape of a white crystalline mass) is freed from the excess of carbinol
by filtration, and dried at ordinary temperature. It melts at from 50 to 52 degrees
Centigrade.
EXAMPLE C.
To a solution of 5 parts of the chlorocarbonic acid ether of methylisopropyl-
carbinol, having the formula:
CH,
CH
CH. O CO - CI,
in 10 parts of benzene a 20 per cent. watery solution of ammonia is added, with
stirring and careful cooling, until the said chlorocarbonic acid ether has disappeared,
and the reaction mixture is found to contain an excess of ammonia. The reaction
mixture is then allowed to stand for about one hour. Subsequently the benzene
solution is separated from the watery solution and dried. On evaporating the
benzene, the new methylisopropylcarbonolurethane, of the formula:
The process proceeds in an analogous manner if, in the above examples, other
secondary alcohols are employed. Thus, for instance :-
From
diethylcarbinol
methylpropylcarbinol
an urethane is obtained which melts at
from 112° to 113° Centigrade.
74°
72° to 73°
"
"
"
108°
"
58° to 60°
دو
"
ethylpropylcarbinol
ethylisopropylcarbinol
dipropylcarbinol
My foreign correspondents wish to point out that they do not intend to confine
themselves to the particulars given in the above Specification, as the examples
therein contained are merely typical, and can be varied within wide limits, without 3
altering thereby the nature of the present invention.

page_text: The Manufacture or Production of Carbamic Ethers.
I, HENRY EDWARD NEWTON, of the Office for Patents, 6, Bream's 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 :-
My foreign correspondents have found that the carbamic acid ethers (urethanes)
derived from certain secondary alcohols, viz., methylethylcarbinol, diethylcarbinol,
methylpropylcarbinol, methylisopropylcarbinol, ethylpropylcarbinol, ethylisopro-
pylcarbinol, methylbutylcarbinol, ethylisobutylcarbinol, dipropylcarbinol, methyl-
alphamethylpropylcarbinol (having the formula:
EXAMPLE A.
A mixture prepared from 7 parts of methylethylcarbinol and 5 parts of urea nitrate
is heated, for about 5 hours, at from 125 to 130 degrees Centigrade, after which time
the formation of the urethane will be effected, according to the following equation :—
-
The reaction-mass is then dissolved in water, and the solution thus obtained is
extracted by means of ether. On evaporating the resulting etheric solution, the
new methylethylcarbinolurethane is obtained in the shape of white needles melting
30 at 94 degrees Centigrade.
The same urethane is obtained-if, instead-of-urea-nitrate,-other-salts-of-urea-are-
employed, or if urea is used in a free state.

page_text: EXAMPLE B.
8 parts of carbamic chloride are introduced, while carefully cooling and stirring,
into 12 parts of methylbutylcarbinol, the new urethane being thus formed
according to the following equation:
The process proceeds in an analogous manner, if, in the above examples, other of
the above-mentioned secondary alcohols are employed.
Thus:
From
diethylcarbinol
methylpropylcarbinol
ethylpropylcarbinol
ethylisopropylcarbinol
dipropylcarbinol
ethylisobutylcarbinol
methylalphamethylpropylcarbinol
methylalphaethylpropylcarbinol
a urethane is obtained which melts at
from 112 to 113° Centigrade
"
76°
from 74 to 76°
108°
from 64 to 65°
from 73 to 74°
from 65 to 66°
from 80 to 81°
وو
"
"
"
دو
"
My foreign correspondents wish to point out that they do not intend to confine
themselves to the particulars given in the above Specification, as the examples therein
contained are merely typical, and can be varied within wide limits, without altering
thereby the nature of the present invention.
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 the production of the hereinbefore mentioned urethanes of

page_text: secondary alcohols, which process consists in subjecting the respective alcohols to the
action of urea or its salts, or to the action of carbamic chloride (CI-CO-NH₂),
substantially as herein before described.
2. The process for the production of the hereinbefore mentioned urethanes of
secondary alcohols, which process consists in treating the chlorocarbonic acid ethers
of the respective alcohols, with aninonia, substantially as hereinbefore described.
3. As new articles of manufacture, the new products obtainable by the processes
herein before described and claimed.
4. The use of the hereinbefore described new bodies for therapeutic purposes.
Dated th th day of Tn 1000