Patent CA-1108166-A (CA)
Inventor: STRUNK RICHARD J
IPC: C07F7/22
Filed: 1975-12-23
Granted: 1981-09-01
Abstract: 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)     ;                (r) cyano;                   (s) OH;                   (t)     ; and n is an integer from 1 to 10.