Improvements in the Manufacture and Production of Homologues of the Monalkyl Ethers of Pyrocatechol.
Year: 1898

page_text: Date of Application, 6th May, 1898
Complete Specification Left, 6th Feb., 1899-Accepted, 11th Mar., 1899
Improvements in the Manufacture and Production of Homologues
of the Monalkyl Ethers of Pyrocatechol.
1, GEORGE WILLIAM JOHNSON, of 47, Lincoln's Inn Fields, in the County of
London, Patent Agent, do hereby declare the nature of this invention (which has
been communicated to me from abroad by Kalle & Co., of Biebrich-on-the-Rhine,
in the Empire of Germany,) to be as follows:-
This invention relates to the preparation of homologues of the monalkyl ethers
of pyrocatechol. Hitherto but few members of this class of substances have been
known, and they have been obtained in the liquid state. By this invention these
compounds can be prepared in solid, crystalline form. The following example
will make clear the nature of this invention but it is not limited to the precise
details.
151 kilograms of metamido-para-cresol ethyl ether, CH, NH: OC,H=1:3:4
are diazotised in sulphuric acid solution. The diazo solution is then allowed to
flow into a mixture of 450 litres of water with 1100 kilograms of concentrated
sulphuric acid heated in a still at 135° to 140° C. The temperature is maintained
at above 135° and the product distils over with steam and separates as a solid body,
in so far as it does not remain dissolved in the water, from which it can be extracted
by suitable means, such as ether. It melts at 58° C.
In place of the metamido-paracresol ethyl ether, its isomerides or homologues
may be used.
TY
1
10
1000
JOHNSONS & WILLCOX,
47, Lincoln's Inn Fields, London, W.C., Agents.
Improvements in the Manufacture and Production of Homologues
of the Monalkyl Ethers of Pyrocatechol.
I, GEORGE WILLIAM JOHNSON, of 47, Lincoln's Inn Fields, in the County of
London, Patent Agent, do hereby declare the nature of this invention (which has
been communicated to me from abroad by Kalle & Co., of Biebrich-on-Rhine, 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:-
This invention relates to the preparation of homologues of the monalkyl ethers
of pyrocatechol. Hitherto but few members of this class of substances have been
known, and they have been obtained in the liquid state. By this invention these

page_text: 1
3
4
1
compounds can be prepared in solid, crystalline form, by decomposing the diazo
compounds of the amido cresol methyl ethers C, H, CH, OCH, NH, and C, H, CH3
444 3
1
3
4
1
OCH, NH, or of the amido cresol ethyl ethers C, H, CH, OCH, NH, and C, H, CH,
4
3
OCH, NH, with dilute sulphuric acid of about 35 per cent. at a temperature of at
least 135 degrees Centigrade in such manner that the homopyrocatechin monoalkyl
ethers formed are prevented from entering into reaction with further quantities of
the diazo compound added to the reaction mass.
The following example explains the manner in which the invention may be
performed but it is not limited to the precise details of this example.
151 kilograms of metamido-para-cresol ethyl ether, CH, NH, OC₂H=1: 3:4
are diazotised in sulphuric acid solution. The diazo-solution is then allowed to
flow into a mixture of 450 liters of water with 1100 kilograms of concentrated
sulphuric acid heated in a still at 135° to 140° C. The temperature is maintained
at above 135° and the product distils over with steam and separates as a solid body,
in so far as it does not maintain dissolved in the water, from which it can be
extracted by suitable means, such as ether. It melts at 58° C.
In place of the metamido-paracresol ethyl ether its isomerides or homologues
may be used in a similar manner.
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:
The manufacture or production of homologues of the pyrocatechin monoalkyl
ethers by decomposing the diazo compounds of the amido cresol methyl
3
4
4
3
ethers C, H, CH,, OCH, NH, and C₁ H, CH, OCH, NH, or of the amido cresol
1
3
4
1
4
3
ethyl ethers C, H, CH, OCH, NH₂, and C, H, CH, ОC₂H, NH, with dilate
sulphuric acid of about 35 per cent., at a temperature of at least 135 degrees
Centigrade, in such manner that the homopyrocatechinmonoalkyl ethers formed
are prevented from entering into reaction with further quantities of the diazo
compound added to the reaction mass.
Dated this 6th day of February 1899
JOHNSONS & WILLCOX,
47, Lincoln's Inn Fields, London, W.C., Agents.