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new derivatives of n - n - alkyl, acyl phosphoramidothioates aliphatic hydrocarbyl, and s - and s - phosphoramidodithioates alkyl aliphatic hydrocarbyl, and s and their application as insecticithe
new derivatives of n - n - alkyl, acyl phosphoramidothioates aliphatic hydrocarbyl, and s - and s - phosphoramidodithioates alkyl aliphatic hydrocarbyl, and s and their application as insecticithe
1,266,462. Phosphoroamidothioates. CHEVRON RESEARCH CO. 24 March, 1970 [25 March, 1969; 24 Feb., 1970], No. 14333/70. Heading C2P. The invention comprises compounds of Formula I where R is C 1-3 alkyl, RSP1/SP is C 1-3 aliphatic hydrocarbyl, RSP2/SP is hydrogen or C 1-3 alkyl, X is carbonyl or sulphonyl, Y is oxygen or sulphur and (a) when X is carbonyl, RSP3/SP is hydrogen, C 1-18 alkyl, C 1-18 alkyl substituted by 1 to 4 fluorine, chlorine or bromine atoms, C 2-18 alkenyl, C 3-18 alkynyl, C 3-8 cycloalkyl, a heterocyclic radical containing 1 hetero atom (oxygen, sulphur or nitrogen) and 4 or 5 annular carbons, and a total of 4 to 8 carbons, C 2-12 alkoxyalkyl or alkylthioalkyl, C 1-12 alkoxy or alkylthio, phenyl, (optionally substituted by 1 or 2 C 1-3 alkyl or alkoxy groups, fluorine, chlorine or bromine atoms or nitro groups), styryl, phenylalkyl (C 1-3 alkyl), optionally substituted on the aromatic ring by fluorine, chlorine, bromine or nitro, phenoxyalkyl (C 13 alkyl), optionally substituted on the aromatic ring by fluorine, chlorine, bromine or nitro, thiophenoxyalkyl (C 13 alkyl) optionally substituted on the aromatic ring by fluorine, chlorine, bromine or nitro or C 1-3 mono-nitroalkyl or (b) when X is sulphonyl, RSP3/SP is C 1-10 alkyl, C 3-8 cycloalkyl or phenyl, provided that when R is other than methyl, RSP1/SP is methyl, RSP2/SP is hydrogen, X is carbonyl and Y is oxygen, then RSP3/SP is not phenyl, p-chlorophenyl or The compounds of Formula I, and compounds in which the above proviso does not apply may be prepared by various methods involving acylation of the amide group or amidation of a phosphorothiochloridate, and are used as pesticides either alone or as the active ingredients in conventional pesticidal compositions. 0,0 - Dialkyl - N - acylphosphoroamidothionates may be obtained by the reaction and may be converted to compounds of Formula I by reaction with RSP1/SP#. S - Alkyl - S - aliphatic hydrocarbyl phosphorochloridoihioates may be obtained by the reaction sequence: S - Alkyl - S - aliphatic hydrocarbyl phosphoroamidothioates may be obtained from the chloridothioates by reaction with ammonia, and may be converted to compounds of Formula I by acylation.
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