Abstract:
(R4 and n are as defined above) and A is a group of -COOR3, which is useful as synergist for insecticides, especially for a cyclopropane-carboxylate or a carbamate type insecticide.
(R4 is hydrogen, halogen, a C1-4 alkyl or methylenedioxy, and n is an integer of 1 to 5), R2 is a C1-6 alkyl, a C3-6 alkenyl or a C3-6 alkynyl, R3 is a C1-6 alkyl, a C3-6 alkenyl or a C3-6 alkynyl, (provided that R2 is a C3-6 alkynyl when R3 is a C1-6 alkyl), and A is a group of -COOR3 or -CH2OR3, provided that R1 is a C1-6 alkyl, a C2-6 alkenyl, a C3-6 alkynyl, a C3-6 cycloalkyl or benzyl when A is a group of -CH2OR3 (R3 is as defined above,) and R3 is a C4-6 alkenyl or a C4-6 alkynyl when R1 is a group of
WHEREIN R1 is a C1-6 alkyl, a C2-6 alkenyl, a C3-6 alkynyl, a C3-6 cycloalkyl, benzyl, thienyl or a group of
Abstract:
A cyclopropanecarboxylate of the formula:
WHEREIN R1 is methyl, R2 is lower alkoxymethyl, lower alkenoxymethyl, lower alkynoxymethyl or acyl such as lower alkanoyl, lower alkenylcarbonyl or lower alkynylcarbonyl or, when taken together with the adjacent carbon atom, R1 and R2 may represent a cyclic ketone group preferably having 4 to 6 carbon atoms and R3 is a group of the formula:
(WHEREIN R4 is lower alkyl, lower alkenyl, lower alkynyl, benzyl, thenyl, furylmethyl, phenoxy or phenylthio, R5 is hydrogen or lower alkyl or R4 and R5 may link together to form a polymethylene chain preferably having 3 to 4 carbon atoms and X is oxygen, sulfur or vinylene) or a group of the formula:
(WHEREIN R6 is benzyl, thenyl or furylmethyl), which is useful as an insecticide characteristic in exerting rapidly the insecticidal activity against various harmful insects.
Abstract:
A phosphorothioamidate having the formula, WHEREIN R1 is an alkyl having up to four carbon atoms, R2 and R3 are individually a hydrogen atom, an alkyl having up to 10 carbon atoms, a cycloalkyl having up to 6 carbon atoms, a phenyl, an aralkyl having up to eight carbon atoms or an alkenyl having up to five carbon atoms, R4 and R5 are each alkyl having up to five carbon atoms, and X is an oxygen or sulfur atom, which may be effectively used as an insecticidal, acaricidal and fungicidal composition. The phosphorothioamidate is prepared by (1) dealkylating a thionophosphoric acid amidate having the formula, WHEREIN R1, R2 and R3 are as defined above, with an alkali hydrosulfide, to prepare a phosphate having the formula, (2) CONDENSING THE THUS OBTAINED PHOSPHATE WITH A HALOGEN COMPOUND HAVING THE FORMULA, WHEREIN Hal represents a halogen atom, and R4, R5 and X are as defined above.
Abstract:
Novel cyclopropanecarboxylic acid esters having an excellent insecticidal activity and harmless property to mammals and cattles, of the formula WHEREIN Y is oxygen or sulfur atom, R1 is hydrogen atom or methyl group, R2 is methyl, 2-methyl-1-propenyl, 2methoxycarbonyl-1-propenyl, phenyl or 3,4-methylenedioxyphenyl group when R1 is hydrogen atom, or methyl group when R1 is methyl group, R3 and R4 are same or different and are a halogen atom or methyl group, and m and n are 0 or an integer of 1 to 3, and the carboxylic acid ester is prepared by esterifying the derivatives of corresponding phenoxybenzyl or phenylthiobenzyl compounds with the carboxylic acids or their derivatives.
WHEREIN R5 HAS THE SAME MEANINGS AS ABOVE. THESE ESTERS ARE USEFUL AS AN INSECTICIDE HARMLESS TO WARM-BLOOD ANIMALS.
1-(O=),3-(HO-),4-(CH3-),5-R5-4-CYCLOPENTENE
WHEREIN R1, R2, R3 AND R4 HAVE ALL THE SAME MEANINGS AS ABOVE, OR ITS REACTIVE DERIVATIVE, WITH A CYCLOPENTENOLONE COMPOUND HAVING THE FORMULA,
1-(HOOC-),2-R1,2-R2,3-R3,3-R4-CYCLOPROPANE
WHREIN R1 IS HYDROGEN, LOWER ALKYL HAVING 1 TO 4 CARBON ATOMS, PHENYL, LOWER ALKYL HAVING 1 TO 4 CARBON ATOMSSUBSITUTED PHENYL, OR LOWER ALKOXY HAVING 1 TO 4 CARBON ATOMS-SUBSITUTED PHENYL, R2, R3 AND R4 ARE LOWER ALKYLS HAVING 1 TO 4 CARBON ATOMS, AND R5 IS LOWER ALKYL HAVING 1 TO 4 CARBON ATOMS, LOWER ALKENYL HAVING 1 TO 4 CARBON ATOMS, CYCLOALKENYL HAVING 5 TO 6 CARBON ATOMS, ARALKYL HAVING 6 TO 9 CARBON ATOMS, ALKADIENYL GROUP OF 5 CARBON ATOMS OR FURFURYL. THESE NOVEL ESTERS ARE PREPARED BY ESTERIFYING A CYCLOPORPANECARBOXYLIC ACID HAVING THE FORMULA,
Abstract:
NEW CYCLOPROPANECARBOXYLATES ARE PREPARED BY REACTING CYCLOPROPANECARBOXYLIC ACID OR ACID HALIDE OR ANHYDRIDE THEREOF WITH A PRIMARY ALCOHOL.
Abstract:
O-LOWER ALKYL O-P-NITRO- OR P-CYANOPHENYL 2-THIENYL PHOSPHONOTHIOATES HAVING STRONG INSECTICIDAL ACTIVITES, AND A PROCESS FOR PREPARING SAID COMPOUNDS BY HYDROGEN CHLORIDE-REMOVING REACTION OF O-LOWER ALKYL 2-THIENYLPHOSPHONOCHLORIDOTHIOATES WITH P-CYANO- OR P-NITROPHENOL.