Sumitomo Chemical Company, Limited

Sigeo Yamamoto

Tadashi Ooishi

Toshiaki Ozaki

Kunio Mukai

Keimei Fujimoto

Yositosi Okuno

Hiroshi Tsuchiya

Akio Kimura

Hiroshi Taya

Taizo Ogawa

Akira Fujinami

Nobuyuki Kameda

Katsuji Nodera

Katsutoshi Tanaka

Shigehiro Ooba

Keiichiro Akiba

Phosphorothiolates represented by the formula, ##STR1## wherein R is an alkyl; A is an alkyl, haloalkyl, alkenyl, alkinyl, alkylthioalkyl, phenylthioalkyl, phthalimidoalkyl or phenylalkyl; X is hydrogen, a halogen or an alkyl; and n is an integer of 1 to 5, are obtained by (1) reacting sodium or potassium hydrosulfide with a compound represented by the formula, ##STR2## WHEREIN R, X and n have the same significances as mentioned above, to prepare a thiophosphate represented by the formula, ##STR3## wherein R, X and n have the same significances as mentioned above; and M is an alkali metal, and then (2) reacting said thiophosphate with a halide represented by the formula,

Phosphorothiolate pesticidal composition

Phosphorothiolates represented by the formula, ##STR1## wherein R is an alkyl; A is an alkyl, haloalkyl, alkenyl, alkinyl, alkylthioalkyl, phenylthioalkyl, phthalimidoalkyl or phenylalkyl; X is hydrogen, a halogen or an alkyl; and n is an integer of 1 to 5, are obtained by (1) reacting sodium or potassium hydrosulfide with a compound represented by the formula, ##STR2## WHEREIN R, X, and n have the same significances as mentioned above, to prepare a thiophosphate represented by the formula, ##STR3## wherein R, X and n have the same significances as mentioned above; and M is an alkali metal, and then (2) reacting said thiophosphate with a halide represented by the formula,

Phosphorothiolates

Novel N-(3,5-dihalophenyl)imide compounds, which exhibit a strong antimicrobial activity against microorganisms including phytopathogenic fungi, parasites of industrial products and pathogenic microorganisms, represented by the formula, ##STR1## wherein X and X' each represent halogens and A represents a substituted ethylene such as chloroethylene, C.sub.1 - C.sub.4 alkylthioethylene, C.sub.1 - C.sub.2 alkyl-ethylene or 1,2-di-C.sub.1 - C.sub.2 -alkyl-ethylene, a cyclopropylene such as 1,3-dimethylcyclopropylene, trimethylene, a cyclohexylene-1,2-, cyclohexenylene-1,2-, cyclohexadienylene-1,2- or o-phenylene. The N-(3,5-dihalophenyl)imide compounds can be obtained by any of methods which produce imide compounds or reaction of an N-(3,5-dihalophenyl)maleimide compound with a mercaptan, a hydrogen halide, phosphorus chloride or thionylchloride.

Antimicrobial composition and method containing

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Toyonaka, Japan

Sigeo Yamamoto