The Production of Derivatives of Indazol and of Dyestuffs therefrom.
Year: 1899

page_text: Date of Application, 27th Nov., 1899
Complete Specification Left, 25th Aug., 1900-Accepted, 24th Nov., 1900
PROVISIONAL SPECIFICATION.
The Production of Derivatives of Indazol and of Dyestuffs therefrom.
I, ROBERT BOLTON RANSFORD, of 41, Waldegrave Road, Upper Norwood, in
the County of Surrey, Gentleman, do hereby declare the nature of this invention
(which has been communicated to me from abroad by Leopold Cassella &
Company, of Frankfort-on-Main, in the Empire of Germany,) to be as follows:-
My foreign correspondents have found that the amidoindazol obtained in the
known manner from nitrotoluidine (NH, CH, NO₂ 125) can easily
be condensed with dinitrochlorbenzene (NO, NO₂ 01 = 1 3 4) and that
the new derivative of indazol so obtained may be used directly or after further
nitration, for the production of very valuable dyestuffs.
:
=
If these derivatives of indazol are heated with alkaline sulphides and sulphur,
dyestuffs are obtained of shades varying from olive to yellowish brown, and
possessing great tinctorial power and remarkable fastness. They dye cotton
direct in a bath containing sulphide of sodium, the resulting dyeings being fast
to milling and light. The shades are altered in a characteristic manner by the
action of chromates, copper salts and nitrous acid, and it is therefore casy to
produce by the aid of the new dyestuffs a variety of shades, varying from a
dark deep brown to a yellowish brown.
In order to obtain the product of condensation from amidoindazol and
dinitrochlorbenzene, a solution of equivalent quantities of these bodies is heated
in the presence of a neutralising agent, such as acetate, in order to absorb the
muriatic acid formed during the reaction. The dinitrophenylamidoindazol is
obtained in the form of reddish brown crystals, having a melting point of
261° C.
The following examples illustrate the process of obtaining the new colouring
matters:
EXAMPLE 1.
15 kilos. dinitrophenylamidoindazol are heated during several hours at about
130° C. together with 30 kilos. sulphur and 75 kilos. crystallised sulphide of
sodium. The melt obtained may be used direct for dyeing purposes or the
dyestuff may be separated by precipitation with acids. It dyes full olive shades
on cotton in a bath containing common salt and sulphide of sodium.
EXAMPLE 2.
15 kilos. dinitrophenylamidoindazol are dissolved in 75 kilos. sulphuric acid
of 66° Bé. A mixture of nitric and sulphuric acid, containing 6.3 kilos. nitric
acid is allowed to run into this solution, which is kept at a temperature of
to no r By diluting with an a rarissitate of a light yellow shadi senarates.

page_text: sulphur are added to the paste and the temperature is gradually raised to 120° to
160° C.
The melt of the dyestuff serves direct for dyeing purposes; it yields on cotton
a deep yellowish brown shade.
•
COMPLETE
SPECIFICATION.
The Production of Derivatives of Indazol and of Dyestuffs therefrom.
I, ROBERT BOLTON RANSFORD, of 41, Waldegrave Road, Upper Norwood, in
the County of Surrey, Gentleman, do hereby declare the nature of this invention
(which has been communicated to me from abroad by Leopold Cassella &
Company, of Frankfort-on-Main, in the Empire of Germany,) 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 amidoindazol obtained in the
known manner from nitrotoluidine (NH, CH, NO₂ = 1 2 5) can easily
be condensed with dinitrochlorbenzene (NO, NO₂ : CI = 1; 3: 4) and that
the new derivative of indazol so obtained may be used directly or after further
nitration, for the production of very valuable dyestuffs.
If these derivatives of indazol are heated with alkaline 'sulphides and sulphur,
dyestuffs are obtained of shades varying from olive to yellowish brown and
possessing great tinctorial power and remarkable fastness. They dye cotton
direct in a bath containing sulphide of sodium, the resulting dyeings being fast
to milling and light.
In order to obtain the dinitrophenylamidoindazol, my foreign correspondents
proceed as follows:-
13.3 kilos. amidoindazol and 20.3 kilos. of dinitrochlorbenzene are heated
together in a solution of diluted alcohol, to which 25 kilos. of sodium acetate are
added.
The reaction corresponds to the following formula:

page_text: The following examples illustrate the process of obtaining the new colouring
matters:-
EXAMPLE 1.
15 kilos. dinitrophenylamidoindazol are heated during several hours at about
130° C. together with 30 kilos. sulphur and 75 kilos. crystallised sulphide of
sodium. The melt obtained may be used direct for dyeing purposes or the
dyestuff may be separated by precipitation with acids. It dyes full olive shades
on cotton in a bath containing common salt and sulphide of sodium.
EXAMPLE 2.
15 kilos. dinitrophenylamidoindazol are dissolved in 75 kilos. sulphuric acid
of 66° Bé. A mixture of nitric and sulphuric acid, containing 6.3 kilos. nitric
acid is allowed to run into this solution which is kept at a temperature of
5 to 10° C. By diluting with ice a precipitate of a light yellow shade separates,
which is filtered off and washed. 100 kilos. sulphide of sodium and 15 kilos.
sulphur are added to the paste and the temperature is gradually raised to 120° to
160° C.
The melt of the dyestuff serves direct for dyeing purposes; it yields on cotton
a deep yellowish brown shade.
Having now particularly described and ascertained the nature of my said
invention, and in what manner the same is to be performed, I declare that what
I claim is:-
-
1. The production of dinitrophenylamidoindazol by heating dinitrochlor
benzene with amidoindazol in presence of a neutralising agent substantially as
described.
2. The production of colouring matter by heating dinitrophenylamidoindazol
with alkaline sulphides and sulphur substantially as described.
3. The production of colouring matter by subjecting dinitrophenylamidoindazol
to a further nitration and heating the resulting product with alkaline sulphide's
and sulphur substantially as described.
4. The new dinitrophenylamidoindazol and the herein described nitrated pro--
ducts of the same.
5. The new colouring matters herein before described.