A New Soluble Quinoline Derivative.
Year: 1891

page_text: COMPLETE SPECIFICATION.
A New Soluble Quinoline Derivative.
We, ADOLF LEMBACH and ÜLRICH SCHLEICHER Ph. D. both of Biebrich
in the German Empire, Chemical Manufacturers, and CARL JOSEF WOLFF Ph. D.
of Wiesbaden also in the German Empire, Chemical Manufacturer, 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:-
After having succeeded in obtaining oxyquinoline in a much simpler manner than
before, as described in the Specification of our former Letters Patent No. 7803
dated the 6th day of May A.D. 1891, it became obvious to us that this substance
might be employed for disinfecting purposes with very great advantage if it could
by any available means be obtained in a soluble form. We have accordingly
instituted a series of investigations and experiments, the result of which has been
the complete solution of the problem we had set ourselves, that is to say we have
been enabled to prepare a new soluble salt or derivative of oxyquinoline which
forms amongst other things, a most valuable disinfectant.
The soluble substance which we have obtained and which is the subject of this
invention is quinolinequinophenolsulphate (quinophenolsulphate of quinoline),
and it may be prepared in the manner hereinafter described.
(1) To a solution of 276 kilos. of o-oxyquinolinsulphate in 702 litres of water
we add 129 kilos. of quinoline and boil the mixture in a suitable vessel provided
with an inverted condenser until a test sample taken from the bulk after having
been cooled, appears clear, and, when shaken in ether none of the sample becomes
dissolved therein.
Instead of proceeding as hereinbefore described, we may produce the quinoline-
quinophenolsulphate
(2) By heating 129 kilos. of quinoline with 98 kilos. of sulphuric acid of about
66 degrees Beaumé and 238 litres of water thus producing the known sulphate of
quinoline. To this, about 500 litres of water and 45 kilos. of o-oxyquinoline are
added and the whole is boiled until complete combination occurs, that is to say
until a test sample treated with ether gives neither free quinoline nor oxy-
quinoline.
In any case it is unnecessary to first prepare either the sulphate of quinoline or
the sulphate of oxyquinoline in the solid form as either of these substances may be
combined with the quinoline or with the oxyquinoline directly in an aqueous
solution or in aqueous solutions. The same resulting compound is always obtained
and it may be sold and used in the original solution.
If it be desired to obtain the substance in the solid form, the solution may
be heated in a vacuum pan at temperatures below 100 degrees Centigrade and
carefully evaporated until a yellow solid is obtained. Or, sulphate of oxy-
quinoline (C,H,N.O.H₂SO, + 2 H₂O) may be heated in molecular proportions
with quinoline until the chemical combination of the two substances has been
effected.
In the solid state the compound externally resembles fused chloride of iron, and
like this substance it can be preserved in this state only in the absence of moisture
as it is very hygroscopic.
Having now particularly described and ascertained the nature of our said inven-
tion and in what manner the same is to be performed, we declare that what we
claim is,
1. The hereinbefore described method of producing a soluble salt of quinoline

page_text: which consists in treating o-oxyquinoline sulphate with quinoline, or in treating
sulphate of quinoline with o-oxyquinoline; substantially as set forth.
2. As a new article of manufacture, quinolinequinophenolsulphate prepared
substantially in the manner and by the means hereinbefore described.
Dated this 12th day of August A.D. 1891.
WILLIAM E. HEYS,
Agent for the Applicants.