hFri"Tito~ FROM THE EDQAFI c. BBITTON REBEhBcH ~B O M T O B Y OF TEE Dow C~MICAL co.] Aromatic Phosphorodichloridites and Phosphorodichloridothioates. 11. 0-Aryl Phosphodchloridothioates HENRY TOLKMITH ReeeivdApril.99, 1958 0-Aryl phosphorodichlondothioates are formed from phenols and PsC1, in the p " e of catalyeta or HCI-acceptors in yields of less than 75%. Sulfuration of @aryl phosphorodichloriditea with PSC1, produces Gary1 phoaphorodichloridc+ thioatea in yields of 75-927,. Noncatalytic d u r a t i o n with elemental sulfur gives yields of S6-!10yo but does not produce. pure compounds. Reaction with sulfur in the presence of catalytic amounta of activated carbon and molar amounta of PSc1, give yiel& of 70-95'3, of pure compound. The composite reaction of 0-aryl phosphorodichloridites and Pc1, with
The fungicidal activity, mammalian toxicity, and methods of synthesis of phthalimidophosphonothionates, a novel type of organophosphoramide compound, have been investigated. The findings led to development of the compound diethyl phthalimidophosphonothionate as a new bioproduct. This diester protects a variety of crops from certain plant diseases, such as powdery mildew, apple scab, leaf spot, brown rot, and black spot.
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