TsunodaShigeo, ShiojimaTakeo, SekiguchiShizen
Nov 1, 1973
Citations
0
Influential Citations
2
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
N,N-Bis(dichloro-s-triazinyl)-2-aminophenol reacted with an excess of dimethylamine or methylamine to give N,O-bis(s-triazinyl)-2-aminophenol and N-s-triazinyl-2-aminophenol upon the aminodechlorination, N→O migration, and cleavage of the s-triazinyl group. However, N-(dimethoxy-s-triazinyl)-N-(dichloro-s-triazinyl)-2-aminothiophenol reacted with an excess of dimethylamine to give merely a disulfide of N-s-triazinyl-2-amino-thiophenol upon the aminodechlorination and cleavage of the dimethoxy-s-triazine nucleus. On the other hand, N,N-bis(s-triazinyl)-arylamines containing no ortho-OH or -SH group were stable to the attack by amines, while phenoxy-dimethoxy-s-triazine or phenylthio-dimethoxy-s-triazine reacted readily with dimethylamine to give dimethylamino-dimethoxy-s-triazine upon the fission of phenol or thiophenol. From these resutls, the reactions of the N,N-bis(s-triazmyl) derivatives of both o-aminophenol and o-aminothiophenol with amines to give the corresponding N-s-triazinyl derivatives are con...