Studies on organophosphorus compounds. Synthesis and reactions of 1,2,4-triazolo(4,3-d)-1,3,4,2-benzo-oxadiazaphosphopine and triazaphosphopine derivatives
Hm. Moustafa, Studies on organophosphorus compounds. Synthesis and reactions of 1,2,4-triazolo(4,3-d)-1,3,4,2-benzo-oxadiazaphosphopine and triazaphosphopine derivatives, PHOSPHOR SU, 148, 1999, pp. 131-142
Citations number
12
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulphide (Lawess
on's Reagent, LR) reacted with 4-amino-3-mercapto-5-(o-hydroxyphenyl and/or
o-aminophenyl)-1,2,4-triazoles (1a and 2a) in boiling acetonitrile to affo
rd s-triazolo(4,3-d)-1,3,4,2-benzo- oxadiazaphosphopine-6-sulphide (3a) and
triazaphosphopine-6-sulphide (4a) derivatives, respectively. Compounds 3a
and 4a were alkylated with methyl iodide, benzyl chloride, ethyl chloroacet
ate and/or chloroacetanilide to give the corresponding s-alkylated derivati
ves (3b-e and 4b-e, respectively). The structures of the products were prov
ed chemically by the preparation via condensation of LR with the correspond
ing 3-alkylthio-4-amino-5-aryl-1,2,4-triazoles (1b-e and 2b-e). Also, the s
tructures of all new compounds were elucidated on the basis of elemental an
alysis, IR, H-1-NMR, and MS spectra.