GB506679A - Improvements in the manufacture and production of acid dyestuffs - Google Patents

Improvements in the manufacture and production of acid dyestuffs

Info

Publication number
GB506679A
GB506679A GB3410737A GB3410737A GB506679A GB 506679 A GB506679 A GB 506679A GB 3410737 A GB3410737 A GB 3410737A GB 3410737 A GB3410737 A GB 3410737A GB 506679 A GB506679 A GB 506679A
Authority
GB
United Kingdom
Prior art keywords
methyl
phenylindol
carboxylic acid
condensed
product
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB3410737A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Priority to GB3410737A priority Critical patent/GB506679A/en
Publication of GB506679A publication Critical patent/GB506679A/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/26—Triarylmethane dyes in which at least one of the aromatic nuclei is heterocyclic

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Catalysts (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

506,679. Dyes; intermediates. JOHNSON. G. W. (I. G. Farbenindustrie Akt.-Ges.) Dec. 9, 1937, No. 34107. [Class 2 (iii)] Acid dyestuff of the triarylmethane series are obtained by condensing 1 molecular proportion of an N-alkyl-4-alkoxydiphelamine- 4<1>-carboxylic acid with 2 molecular proportions of an indol substituted in the 2-position or,l- and 2-positions but, with a free 3-position, or of an N-substituted carbazol, or by condensing 1 molecular proportion of an indol-3-carboxylic acid substituted in the 1- and 2-positions with 2 molecular proportions of an N-alkyl-4-alkoxydiphenylamine. When the products do not contain a sulphonic group they arc treated with sulphonating agents. Instead of , using 2 molecules of the same indol or N-alkyl-4-alkoxydiphenylamine, 1 molecule each of two different indols or. N-alkyl-4-alkoxydiphehylamines may be used. The condensation is effected preferably in the presence of a chloride of phosphorus, thionylchloride, phosgene or zinc chloride. In examples-: (1) N-methyl-4-ethoxydiphenylamine-4<1>-carboxylic acid is condensed with 1-methyl-2-phenylindol and the product converted into a disylphonic acid ; 2-phenylindol, 1 - butyl - 2 - phenylindol and 1 : 5 - dimethyl - 2 - phenylindol yield similar dyestuffs ; (2) N- methyl - 4 - ethoxydiphenylamide - 4<1> - carboxylic acid is condensed with 1-#-cyanethyl-2-methylindol or 1 : 2-dimethylindol and the product sulphonated ; (3) N-methyl-4-ethoxydiphenylamine-4<1>-carboxylic acid is condensed with N-ethylcarbazol or N -cyanethylcarbazol and the product sulphonated ; (4) N-methyl-4- ethoxydiphenylamine-4<1>-carboxylic acid is condensed first with 1-methyl-2-phenylindol and then with 1 - isobutyl - 2 - p - chlorphenyl - 4 : 6- dimethylindol and the product sulphonated; (5) 1-methyl-2-phenylindol-3-carboxylic acid is condensed with N-methyl-4-ethoxydiphenylamine and the product sulphonated. 2-Ethylindol, 1 - n - butylindol, 1 : 4 : 7 - trimethyl - 2- phenylindol, 1 - ethyl - 2 - phenyl- 6 - chlorindol, 1 - ethyl - 2 - phenyl - 4 - methylindol and N- benzylcarbazol are also specified as components. Specifications 428,468 and 457,621 are referred to. 1-iso-Butyl-2-p-chlorphenyl-4 : 6-dimethylindol may be obtained by condensing 1-isobutylamino-3 : 5-dimethylbenzene with 1-chloracetyl- 4-chlorbenzene in the presence of zinc oxide and heating the product with anhydrous zinc chloride. 1-Methyl-2-phenylindol-3-carboxylic acid may be obtained by condensing N-methyl-alpha-phenylindol with phosgene in benzene.
GB3410737A 1937-12-09 1937-12-09 Improvements in the manufacture and production of acid dyestuffs Expired GB506679A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3410737A GB506679A (en) 1937-12-09 1937-12-09 Improvements in the manufacture and production of acid dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3410737A GB506679A (en) 1937-12-09 1937-12-09 Improvements in the manufacture and production of acid dyestuffs

Publications (1)

Publication Number Publication Date
GB506679A true GB506679A (en) 1939-06-02

Family

ID=10361455

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3410737A Expired GB506679A (en) 1937-12-09 1937-12-09 Improvements in the manufacture and production of acid dyestuffs

Country Status (1)

Country Link
GB (1) GB506679A (en)

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