GB451937A - Manufacture of acid triphenylmethane dyestuffs - Google Patents
Manufacture of acid triphenylmethane dyestuffsInfo
- Publication number
- GB451937A GB451937A GB411535A GB411535A GB451937A GB 451937 A GB451937 A GB 451937A GB 411535 A GB411535 A GB 411535A GB 411535 A GB411535 A GB 411535A GB 451937 A GB451937 A GB 451937A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mol
- product
- substituted
- phenetidine
- melted
- 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
Links
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Triarylmethane dyes.--Acid dyes of the triphenylmethane series are obtained by condensing an indole substituted in 1- and 2-positions and substituted in 3-position by a p-chloro- or p-alkoxy-benzoyl radicle with a secondary or tertiary aromatic amine, including such amines of the heterocyclic series, thereafter causing the p-chlorine atom or the p-alkoxy group to react with a primary p-alkoxy-substituted aromatic amine and sulphonating the product. Alternatively, the sulphonation may precede the reaction with the primary amine. The following examples are specified: (1) 1-Methyl-2-phenyl-3-p-chlorobenzoyl-indole (1 mol.) is melted at 100--105 DEG C. with ethylbenzyl-m-toluidine (1 mol.), in presence of phosphorus oxychloride, and the condensation product is sulphonated and melted with p-phenetidine at 120--125 DEG C.; the product dyes wool and silk clear reddish blue shades, very fast to light; (2) The ethylbenzyl-m-toluidine in (1) is replaced by ethylbenzylaniline to obtain somewhat redder dyeings; (3) 1-Methyl-2-phenyl-3-p-methoxybenzoyl-indole (1 mol.) is condensed with benzyl-o-toluidine (1 mol.) in presence of phosphorus oxychloride and the product is melted with p-phenetidine and thereafter sulphonated; the product dyes wool and silk clear violet shades, very fast to light; (4) 1 : 2-Dimethyl-3-p-chlorobenzoyl-indole (1 mol.) is condensed with dimethylaniline (1 mol.) and the product is melted with p-phenetidine and thereafter sulphonated; the product dyes wool and silk clear very reddish blue shades, very fast to light; (5) The dimethylaniline in (4) is replaced by benzyl-o-toluidine and the p-phenetidine by p-anisidine to obtain clear violet dyeings; (6) 1-Methyl-2-phenyl-3-p-chlorobenzoylindole (1 mol.) is boiled in benzene under reflux with N-ethylcarbazole (1 mol.) in presence of phosphorus oxychloride and the product is melted with p-phenetidine and thereafter sulphonated; the product dyes wool and silk reddish blue shades very fast to light; (7) The N-ethylcarbazole in (6) is replaced by 1-methyl-2-phenylindole to obtain a similar blue dyestuff. Indoles, substituted in 1- and 2-positions and substituted in 3-position by a p-chloro- or p-alkoxyl-benzoyl radicle, are obtained by reacting the corresponding 1- and 2-substituted indoles with an arylide of a p-chloro- or p-alkoxybenzoic acid in presence of phosphorus oxychloride and treating the reacting mixture with a dilute acid.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB411535A GB451937A (en) | 1935-02-08 | 1935-02-08 | Manufacture of acid triphenylmethane dyestuffs |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB411535A GB451937A (en) | 1935-02-08 | 1935-02-08 | Manufacture of acid triphenylmethane dyestuffs |
Publications (1)
Publication Number | Publication Date |
---|---|
GB451937A true GB451937A (en) | 1936-08-10 |
Family
ID=9771046
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB411535A Expired GB451937A (en) | 1935-02-08 | 1935-02-08 | Manufacture of acid triphenylmethane dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB451937A (en) |
-
1935
- 1935-02-08 GB GB411535A patent/GB451937A/en not_active Expired
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