申请人:——
公开号:WO1981003020A1
公开(公告)日:1981-10-29
(EN) A process for the synthesis of substituted 1,3,5-triazine compounds of the general formula: (FORMULA) wherein R1 and R2, which may be the same or different, are selected from the group consisting of hydrogen, halogen, alkoxycarbonyl, alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkylamino, dialkylamino, arylamino, alkyl-arylamino, alkylthio, arylthio, alkoxy and aryloxy (provided that R1 and R2 are not both halogen); and R3 is selected from the group consisting of halogen, alkylamino, dialkylamino, arylamino, alkyl-arylamino and N-heteroaryl; comprises reaction of a substituted halomethyleneiminium salt with a substituted N-cyanoamidine, N-cyanoguanidine, N-cyanocarbamimidate or N-cyanocarbamidothioate. Substituted 1,3,5-triazine compounds having fungal germination inhibition properties are also disclosed. The following compounds 1) 2-chloro-4-phenyl-1,3,5-triazine, 2) 2-chloro-4-phenoxymethyl-6-phenyl-1,3,5-triazine, 3) 2-N-methylphenylamino-4-phenyl-1,3,5-triazin, 4) 2-chloro-4-cyanomethyl-6-phenyl-1,3,5-triazine are also disclosed and claimed. (FR) Procede de synthese de composes a base de triazine 1,3,5-substituee de formule generale suivante: (FORMULE) dans laquelle R1 et R2, qui peuvent etre identiques ou differents, sont choisis parmi le groupe consistant en hydrogene, halogene, alcoxycarbonyle, alkyle, alkyle substitue, aryle, aryle substitue, heteroaryle, heteroaryle substitue, alkylamino, dialkylamino, arylamino, alkyle-arylamino, alkylthio, arylthio, alcoxy et aryloxy (a condition que R1 et R2 ne soient pas tous les deux un halogene); et R3 est choisi parmi le groupe consistant en halogene, alkylamino, dialkylamino, arylamino, alkyle-arylamino et N-heteroaryle; procede qui comprend la reaction d"un sel d"halomethylene iminium substitue avec une N-cyano amidine substituee, une N-cyanoguanidine, une N-cyanocarbanimidate ou un N-cyanocarbamido thioate. Des composes de triazine 1,3,5-substituee possedant des proprietes d"inhibition de la germination fongique sont egalement decrits. Les composes suivant sont egalement decrits et revendiques: 1) 2-chloro-4-phenyl-1,3,5- triazine, 2) 2-chloro-4-phenoxytnethyl-6-phenyl. 1,3,5-triazine; 3) 2-N-methylphenylamino-4-phenyl-1,3,5-triazine; 4) 2-chloro-4-cyanomethyle-6-phenyl-1,3,5-triazine.