Synthesis of new beta-(1,3-benzothiazole-2-)phosphoric hydrazides

Citation
Ln. He et al., Synthesis of new beta-(1,3-benzothiazole-2-)phosphoric hydrazides, PHOSPHOR SU, 148, 1999, pp. 51-60
Citations number
15
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN journal
10426507 → ACNP
Volume
148
Year of publication
1999
Pages
51 - 60
Database
ISI
SICI code
1042-6507(1999)148:<51:SONBH>2.0.ZU;2-B
Abstract
beta-(1,3-Benzothiazole-2-)phosphoric hydrazides 2 were synthesized by Athe rton-Tod method using potassium carbonate as a base in the presence of tetr abutylammonium bromide as a phase transfer catalyst or by the intermolecula r condensation of the hydrazines 1 with phosphorochloridate, ((RO)-O-3)((RO )-O-4)P(O)Cl, in the presence of a base, triethylamine. Thermal decompositi on at 180 degrees C of 2a caused the intramolecular shift of ethyl group fr om oxygen to beta -nitrogen atom, and formed the monoester phosphoric hydra zide 3, whose structure was determined by elementary analysis, IR, H-1 NMR, C-13 NMR, P-31 NMR, MS spectra. The biological activity of the title produ ct was also tested and some of them showed good fungicidal activity.