Tetrasubstituted organotin compounds

Details Tetrasubstituted organotin compounds Tetrasubstituted organotin compounds

C - Chemistry, Metallurgy

07

F

167/6, 204/91.03

C07F 7/22 (2006.01)

Patent

CA 1108166

ABSTRACT This invention relates to tetrasubstituted organotin compounds which are useful for controlling insects and pests and as herbicides. The specification discloses a method for controlling insects or insect pests comprising applying to a locus subject to attack by insects or insect pests an effective amount for controlling insects or insect pests of an organotin compound having the general formula (CH3)3Sn(CH2)n-?H-X wherein: R' is hydrogen, hydroxyl, alkoxyl or a straight chain or branched alkyl group having 1 to 5 carbon atoms; X is (a) -SO2R1, R' being hydrogen, and wherein R1 is a straight chain or branched alkyl having l to 18 carbon atoms, cyclohexyl, benzyl, phenyl or phenyl substituted with one or more groups which may be the same or different and which nay be linear or branched alkyl having l to 20 carbon atoms, cycloaliphatic having 4 to 6 carbon atoms, straight chain or branched alkenyl having 2 to 20 carbon atoms, alkoxy having 1 to 8 carbon atoms, phenoxy, alkylthio having 1 to 8 carbon atoms, halogen, nitro, acetyl, acetamido, carboxy, alkoxycarbonyl, carbamoyl, cyano, hydroxy, trifluoro- methyl, benzyl, naphthyl or norbornyl; naphthyl, biphenylyl, piperidinoethylmethiodide, -R2Sn(CH3)3 wherein R2 is poly- methylene having from 2 to 11 carbon atoms, -R4SO2R5Sn(CH3)3 wherein R4 is ethylene and R5 is as defined for R2 above; (b) -OR7, wherein R7 is a straight chain or branched alkyl having l to 20 carbon atoms, haloalkyl, aryl, haloaryl, alkaryl, alkoxyaxyl, epoxyalkylene wherein the alkylene group has 2 to 4 carbon atoms, N,N-dialkylaminoalkyl, tetrahydro- 1,1-dioxo-3-thienyl, -R8Sn(CH3)3 wherein R8 is alkylene having - A - 2 to 11 carbon atoms, cycloaliphatic having 4 to 6 carbon atoms or aryl; (c) -SR10, R' being hydrogen, and wherein R10 is a straight chain or branched alkyl having 1 to 18 carbon atoms, cyclo- hexyl, benzyl, phenyl or phenyl substituted with one or more groups which may be the same or different and which may be linear or branched alkyl having 1 to 20 carbon atoms, cyclo- aliphatic having 4 to 6 carbon atoms, straight chain or branched alkenyl having 2 to 20 carbon atoms, alkoxy haivng 1 to 8 carbon atoms, alkylthio having 1 to 8 carbon atoms, halogen, nitro, acetyl, acetamido, carboxy, alkoxycarbonyl, carbamoyl, cyano, hydroxy, trifluoromethyl, benzyl, naphthyl or norbornyl; naphthyl, biphenylyl, piperidinoethylmethiodide, -R2Sn(CH3)3 wherein R2 is polymethylene having from 2 to 11 carbon atoms, -R4SO2R5Sn(CH3)3 wherein R4 is ethylene and R5 is as defined for R2 above; (d) -COR11, wherein R11 is -NH2, -NHNH2, -NHCH2OH, -NHR12 wherein R12 is a straight chain or branched alkyl having 1 to 12 carbon atoms or aryl; -NNCH2NHCOR2Sn(CH3)3, -OR13 wherein R13 is a straight chain or branched alkyl having 1 to 15 carbon atoms, -(CH2)mOH wherein m is an integer from 2 to 4, -(CH2)pN(R14)2 wherein p is an integer from 2 to 4 and Rl4 is a straight chain or branched alkyl having 1 to 5 carbon atoms, -(CH2)qOCOR2Sn(CH3)3 wherein q is as defined for p above, -(CH2)s?(CH3)3? wherein s is as defined for p above; (e) - NNCONH2; (f) - NHCSNH2; (g) 2-pyridyl; (h) 4-pyridyl; (i) 2-alkyl-5-pyridyl; (j) 9-carbazolyl; - B - (k) 1-imidazolyl; (l) N-2-oxopyrrolidinyl; (m) -OCOR17, wherein R17 is -NHR18 wherein R18 is a straight chain or branched alkyl having 1 to 5 carbon atoms or aryl; 2-furyl; and -O(CH2)tSn(CH3)3 wherein t is an integer from 2 to 11; (n) -PO(OR20)2 wherein R20 is a straight chain or branched alkyl having 1 to 5 carbon atoms; (o) tetrahydro-1,1-dioxo-2-thenyl; (p) -Si(OR21)3 wherein R21 is a straight chain or branched alkyl having 1 to 5 carbon atoms; (q) Image ; (r) cyano; (s) OH; (t) Image ; and n is an integer from 1 to 10.

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