Since the amino groups in melamine could not be successfully diazotized, the oxidation of phenylhydrazino-s-triazines by oxidizing agents has been studied in order to give phenylazo-s-triazines. Mono-,(I) (mp 210ー211℃),di,(mp 214-215℃),and trianilinome- lamine,( mp 161-1620C),N -ani1ino-N'-phenyl-,( 11) (mp 215-2160C),a nd N-anilino-N',N"- diphenyl-melamine (III) (mp 22-230℃) were prepared by the reactions of corresponding chloro-s-triazines with phenylhydrazine. The azo-s-triazines, such as 2-amino-4- ani1ino-6-phenylazo-,( mp 233-234℃) (orange),and 2,4-diani1ino-6-phenylazo-s-triazine, (mp 262-2630 C) (reddish orange), were obtained by oxidation of II and III with an aqueous solution of ferric chloride at 50-70℃ respectively. On the other hand, the oxidation of I did not give 2,4-diamino-6-phenylazo-s-triazine,but gave monophenylmelamine.
福井大学工学部研究報告 14 (1), 137-145, 1966-03