Cyclopropanecarboxylates

Details Cyclopropanecarboxylates Cyclopropanecarboxylates

C - Chemistry, Metallurgy

07

C

167/11, 260/479.

C07C 69/74 (2006.01) C07D 307/28 (2006.01) C07D 307/45 (2006.01) C07D 307/54 (2006.01) C07D 309/06 (2006.01) C07D 309/22 (2006.01) C07D 317/54 (2006.01) C07D 333/16 (2006.01)

Patent

CA 1061351

ABSTRACT OF THE DISCLOSURE Novel alkynylcyelopropanecarboxylic acid esters repre- sented by the formula, Image wherein R1 represent hydrogen, halogen, lower alkyl having up to 5 carbon atoms, lower alkenyl having up to 5 carbon atoms, lower alkynyl having up to 5 carbon atoms, C1-C4 alkoxy C1-C4 alkyl, C1-C4 alkylthio C1-C4 alkyl, aryl, aryl C1-C4 alkyl, aryloxy-C1-C4 alkyl, arylthio C1-C4- alkyl, furyl, thienyl, furfuryl, thenyl, cyclo C3-C6 alkyl, or cyclo C3-C6 alkenyl, R2 is hydrogen, lower alkyl having up to 5 carbon atoms, lower alkenyl having up to 5 carbon atoms, lower alkynyl having up to 5 carbon atoms, aryl, aryl C1-C4 alkyl or may form a carbon-carbon bond, R3 is hydrogen, halogen, lower alkyl having up to 5 carbon atoms, lower alkenyl having up to 5 carbon atoms, lower alkynyl having up to 5 carbon atoms, aryl, aryl C1-C4 alkyl or may form a carbon-carbon bond; or R1 and R3 are bonded to each other at the ends to form a polymethyl- ene chain containing or not containing an oxygen or sulfur atom; R4 represents hydrogen or methyl; R5 represents hydrogen, methyl, vinyl, 1-propenyl, 2-methyl-1-propenyl, 2-methoxymethyl-1-propenyl, butadienyl, 2-methyl-butadienyl, 2-methoxycarbonyl-1-propenyl, 2,2-dichlorovinyl, or cyclopentylidenemethyl when R4 is hydrogen, and R5 represents methyl when R4 is methyl; and R6 and R7 represent hydrogen or methyl. These novel esters are produced by reacting an alcohol or its halide or arylsulfonate of the formula, Image wherein R1, R2, R3 and R6 are as defined above, and A is hydroxy, halogen or arylsulfoxy, with a cyclopropanecarboxylic acid of the formula, Image wherein R4, R5 and R7 are as defined above, or its reactive derivative. These esters are useful as an insecticide harmless to mammals.

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