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Additional info for Cain JC-The chemistry and the technology of the diazo-compounds

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2285. E. P. 6630 of 1892. J. , 1905, 38, 3769. 1907, 351, 151. , 1884, 17, 603. THE DIAZO-COMPOUNDS 28 temperature being 8-10, and both amino-groups being easily diazotised. It is also possible to obtain the monodiazo-compouncl by mixing solutions of benzidine hydrochloride and tetrazodiphenyl chloride and allowing the mixture to remain for two or three days at 1 0-20 1 After filtering off the dark-coloured insoluble by-products, the solution contains principally amino. diazodiphenyl chloride \N C1.

R-P. 263431 F. P. 439535 U. S. P. 1057137. ; ; THE DIAZO-COMPOUNDS 32 1 The diazocompounds, and not azo-dyes, are obtained. solution prepared from ^-nitroaniline may be precipitated with a concentrated solution of sodium borofluoride. 2 Further, live the zinc chloride or stannic chloride double salts of diazotised amines 3 or aminoazo-compounds are also prepared these stable compounds may be dried. 4 All A simpler method is to diazotise the nitroaniline in a very concentrated solution by passing nitrous acid gas through a solution of 2> n itroaniline in sulphuric acid, or even to evaporate the diazo-solution (prepared from sulphuric acid) vacuum at a temperature not exceeding 45.

Chem. , 1889, 11, 319. 3 Annalen, 1889, 253. 281. , 1905,33,2511. E. P. 7233 of 1897. ; Delhi, E. P. 2296 of THE REACTIONS OF THE DIAZO-COMPOUND3 39 In this way the temperature is kept high without using concentrated sulphuric acid. By this means a good yield of guaiacol is obtained from to distil over. 1 2 the diazo-salt of o-anisidine, 3 5-dichloroaniline furnishes 3 5-dichlorophenol, and the diazo-salts of s-tribromo- and : :{ : s-trichloro-aniline, which under no other conditions could be made to yield phenols, gave a small yield of s-tribromo4 Another method phenol arid s-trichlorophenol respectively.

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