5369-93-7Relevant articles and documents
Synthesis and Photochemical Degragation of N-Arylmethyl Derivatives of the Herbicide 3-Amino-1,2,4-triazole
Er-Rhaimini, Abderrahman,Mornet, Rene
, p. 1561 - 1566 (2007/10/02)
Reaction of an arylmethyl halide with 3-amino-1,2,4-triazole (1) allows the preparation of the three N-arylmethyl derivatives of 1 bearing the substituent on the heterocyclic nitrogen atoms.In basic medium (methoxide anion in DMF or methanol, or in benzene by phase transfer catalysis), the isomers 3 and 5 substituted at N-1 and N-2 respectively are obtained, while the isomer 4 is isolated from neutral medium (DMF).The isomers 3 and 4 may be also prepared by cyclization of appropiate formylguanidinium derivatives. 3-Arylmethylamino-1,2,4-triazoles 2 may be obtained through reaction of 3-chloro-1,2,4-triazole (6) with arylmethylamines.Photolysis of the N-aryl-3-amino-1,2,4-triazoles 2-5 in methanol or water-methanol mixture, induces homolytic a d heterolytic cleavage of the arylmethyl-C-N bond giving rise to 3-amino-1,2,4-triazole (1).Thus, compounds 2-5 with arylmethyl groups able to absorb solar light may be considered as potential photoactivatable herbicides.
