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公开(公告)号:GB961088A
公开(公告)日:1964-06-17
申请号:GB2310262
申请日:1962-06-15
Applicant: BASF AG
Inventor: WEIDINGER HANS , LANGE GUENTER , WELLENREUTHER GERHARD
IPC: C09B29/00
Abstract: 2-Aryl-4-haloquinazolines containing a primary amino group in the aryl residue or in the carbocyclic ring of the quinazoline residue are prepared as set forth in the following reaction schemes:- The amines are used as diazo components in the preparation of azo dyes. In examples: (1) 2-aminobenzamide is condensed with 4-nitrobenzoyl chloride to give 2-(p-nitrobenzoylamino)-benzamide which is cyclised by boiling in aqueous sodium hydroxide solution containing pyridine to give 2-(4-nitrophenyl)-4-hydroxy-1, 3-quinazoline which is treated with phosgene to give 2-(4-nitrophenyl)-4-chloro-1, 3-quinazoline which is reduced to 2-(4-aminophenyl)-4-chloro-1, 3-quinazoline; (8) as in (1) but using 3-nitrobenzoyl chloride as a starting material the corresponding 3-nitro- and 3-amino-compounds are prepared; (13) 2-amino-5-nitro-benzamide is condensed with benzoyl chloride to yield 2-benzoylamino-5-nitrobenzamide which is cyclised with aqueous sodium hydroxide solution to 2-phenyl-4-hydroxy-6-nitro-quinazolin which is treated with phosgene to give 2-phenyl-4-chloro-6-nitro-quinazoline which is reduced to 2-phenyl-4-chloro-6-aminoquinazoline. Specification 858,562 is referred to.ALSO:The invention comprises water-soluble monoazo dyes, containing at least one sulphonic acid group, of formula A-N = N-B, wherein A is a radical of a 2-aryl-4-haloquinazoline of formula wherein Z is an aromatic radical and X is a halogen and B is a coupling component of the naphthalene or pyrazolone series. The dyes are prepared by coupling a diazotized 2-aryl-4-haloquinazoline which has a diazotizable amino group in the aryl radical (Z) or in the carbocyclic part of the quinazoline ring (see Division C2), with a naphthalene or pyrazolone coupling component, the components together containing at least one sulphonic acid group. The dyes may be used to colour cellulose materials by the usual methods for reactive dyes in yellow, red and blue shades. They may also be used to colour leather, paper, silk, wool, polyvinyl alcohol films and synthetic polyamide fibres. In an example 2-(4-aminophenyl)-4-chloroquinazoline is diazotized and coupled in a buffered acid medium with 1-(2-chloro-5-sulphophenyl)-3 - methyl - 5 - pyrazolone to give a dye of formula Many further dyes are described in examples. Specification 858,562 is referred to.