Improved process for the manufacture of diazo compounds and derivatives thereof

摘要: Diazonium salts of perhalo-aliphatic acids are made by diazotizing a primary amine with an alkali metal nitrite and carboxylic acid. The diazonium salt, e.g. trifluoroacetate, may be precipitated sometimes also obtained the addition perhaloacid trifluoroacetic acid, to solution chloride. perhaloderivatives probably double types RN2+ - OOCCF3.CF3COOH. Other specified trichloroacetic, heptafluorobutyric, tetrafluorosuccinic, perfluoroadipic, perfluorocaproic perfluoroglutaric acids. Solid perfluoro stable. perhalo participate in usual reactions group therefore replaced halogen, cyanide hydroxy groups azo derivatives formed on coupling phenols or amines (see Group IV(c)). An aqueous one salts, solid form, stirred aromatic compound yields diaryl product linking together two nuclei. Thus p-chlorobenzene trifluoroacetate benzene yield 4-chlorodiphenyl. treating N-acylamines mixtures acid anhydrides alkyl metallic nitrates. In this modification ethyl amyl nitrites sodium used anhydride diazotize acetanilide trifluoroacetanilide. examples: (1) trifluoroacetates from p-toluidine, its chloride, mesidine, 2,4-dimethylaniline, p-chloroaniline p-bromoaniline; (2) heptafluorobutyrates aniline p-chloroaniline; (3) (4) p-toluidine is treated perfluoroadipic trichloroacetic respectively corresponding salts; (5) heated phenol, toluene-p-diazonium p-iodotoluene p-tolunitrile when potassium iodide cuprous respectively, benzidine tetrazonium hypophosphorous diphenyl; (6) p-chloroderivative diphenyl 4-chlorodiphenyl respectively; (7) trifluoroacetanilide (8) p-toluene 4-methyldiphenyl. Specification 659,897 referred to.ALSO:Azo dyes aliphatic component. salt isolated before coupling. modifications process added chloride sal N acylated organic presence Specified nitrites. trichloro trifluoro acetic, tetrafluorosuccinic glutamic examples p toluene -, mesitylene 2, 4 dimethylbenzene chlorobenzene bromobenzene trifluoroacetates, heptafluorobutyrates, perfluoroadipate, trichloroacetate alkaline b naphthol appropriate dyestuff product, without isolation, coupled phenyl naphthol. [Group IV(b)] to.