Year: 1899

page_text: Date of Application, 1st June, 1899-Accepted, 5th Aug.,
1899
The preparation of the quinates in question may be effected by causing quinic
acid and piperazine (or one of its derivatives), in equivalent molecular proportions,
to interact.
The quinic acid and the piperazine or one of its derivatives are advantageously
mixed in the state of powder and the mixture is heated in an appropriate vessel until
it melts, in which condition it is preferably maintained for some time. The
mixture is then allowed to cool and treated with a solvent; the separation of the
quinate from the solvent is effectel by one of the methods to be next described
for performing this separation when the salt is prepared by the interaction of
quinic acid and piperazine, or one of its derivatives, in solution. But the
solidified mass which contains piperazine quinate may be used also without
treatment with a solvent.
To prepare piperazine quinate or the quinates of piperazine derivatives both
the compounds which are to be made to react may be dissolved in the least
possible quantity of an appropriate solvent. The solution is advantageously
allowed to stand for some hours (but this is not absolutely necessary) and the salt
thus formed is separated by a precipitating agent, or the solvent is eliminated in
a suitable manner.
The process can be carried out for example as follows:-
:-
The equivalent quantities of piperazine and quinic acid are dissolved in a
minimum quantity of water, and the solution is evaporated as much as possible
on a water bath. The remainder of the water is removed by repeated evaporation
with a small quantity of alcohol, the residual salt being then dried in vacuo.
According to another method the solution of the piperazine quinate as con-
centrated as possible, is mixed with absolute alcohol until no further precipitation

page_text: This may be readily observed by adding the alcohol in successive small
quantities. The quinate thus precipitated is filtered, or separated in some other
way from the liquid, and dried.
It is advisable when mixing the two compounds to use the base in proportion
somewhat greater than the equivalent molecular proportion and then to wash the
excess of base from the finished product with absolute alcohol.
The compounds produced by the methods above set forth have acid properties
and form salts with alkalies of which the sodium, potassium and lithium salts
are specially to be noted.
These salts are prepared by adding to the aqueous solution of the piperazine
quinate, or the quinate of a piperazine derivative, the molecular proportion of
sodium carbonate, potassium carbonate, or lithium carbonate and evaporating the
solvent.
Piperazine quinate and the quinates of piperazine derivatives are white crystalline
powders of feebly acid taste, easily soluble in water but not in alcohol, being, in
fact, precipitated from their aqueous solutions by alcohol.
These compounds prevent the formation or separation of uric acid in gout,
stone, neurasthenia and the like.
Having now particularly described and ascertained the nature of this
invention, and in what manner the same is to be performed, I declare that what
I claim is:-
1. The herein described manufacture of piperazine quinate and quinates of
piperazine derivatives by mixing equivalent molecular proportions of piperazine
or one of its derivatives, and quinic acid and heating the mixture until it melts.
2. The herein described manufacture of piperazine quinate and quinates of
piperazine derivatives by mixing together equivalent molecular proportions of
piperazine, or one of its derivatives, and quinic acid in a solvent, and separating
the salt thus produced either by eliminating the solvent or by precipitating the
salt and separating it from the liquid.
3. The herein described manufacture of alkali salts of piperazine quinate 3
and of quinates of piperazine derivatives by adding the molecular proportion of an
alkali carbonate to a solution of piperazine quinate or of a quinate of a piperazine
derivatives and eliminating the solvent.
4. The products manufactured as above set forth.
Dated this 1 1
T
1000