Substituted quinolines

Details Substituted quinolines Substituted quinolines

C - Chemistry, Metallurgy

07

D

260/277.1, 260/2

C07D 215/16 (2006.01) A01N 43/42 (2006.01) A01N 43/56 (2006.01) A01N 43/58 (2006.01) A01N 43/78 (2006.01) C07D 215/04 (2006.01) C07D 215/12 (2006.01) C07D 215/18 (2006.01) C07D 215/22 (2006.01) C07D 215/233 (2006.01) C07D 215/26 (2006.01) C07D 215/36 (2006.01) C07D 215/42 (2006.01) C07D 401/12 (2006.01) C07D 405/12 (2006.01) C07D 409/06 (2006.01) C07D 409/12 (2006.01) C07D 417/12 (2006.01)

Patent

CA 1335995

The present invention is directed to compounds of the formula (1): Image (1) wherein R1 to R4 are independently H, halo, (C1-C4) alkyl, branched (C3-C4) alkyl, halo (C1-C4) alkyl, (C1-C4) alkoxy, NO2, or NH2, at least two of R1 to R4 being H, or one of R2 to R4 is -NR7-Y-Ar or O-Y-Ar and the rest of R1 to R4 are H; W is CR5; R5 is H, CH3, Cl, O-Y-Ar, or -NR7-Y-Ar; R6 is H, CH3, Cl or Br; A is -O-(CH2)2-Ar, -NR7-(CH2)2-Ar, or -CR8R9(CH2)2- Ar; provided that if one of R2 to R5 is NR7-Y-Ar or O-Y- Ar, then A is an identical group; R7 is H, (C1-C4) alkyl, or acetyl; R8 and R9 are independently H, (C1-C4) alkyl, halo, or OH, or R8 and R9 combine to form a saturated or unsaturated carbocyclic ring comprising three to seven carbon atoms; Y is -(CH2)2-; and Ar is 1,3-benzodioxolyl, fluorenyl, pyridyl, indolyl, thienyl, optionally substituted with CH3 or Cl, thiazolyl, cyclopentyl, 1-methylcyclopentyl, cyclohexenyl (tetrahydrophenyl), cyclohexyl (hexahydrophenyl), naphthyl, dihydronaphthyl, tetrahydronaphthyl, decahydronaphthyl, or a group of the formula (2): Image (2) where R10 to R14 are independently H, halo, (C1-C10) alkyl, branched (C3-C6) alkyl, halo (C1-C4) alkyl, (C1-C4) alkoxy, halo (C1-C4) alkoxy, phenoxy, substituted phenoxy, phenylthio, substituted phenylthio, phenyl, substituted phenyl, NO2, NH2, acetoxy, OH, CN, or SiR15R16R17, OSiR15R16R17, where R15, R16, and Rl7 are independently (C1-C4) alkyl or (C3-C4) branched alkyl, phenyl or substituted phenyl, provided that unless each of R10 to R14 is F or CH3 then at least two of R10 to R14 are H; or an acid addition salt of a compound of formula (1) or an N-oxide of a compound of formula (1) when W is CR5 provided that if A is NR7-(CH2)2-Ar then Ar is a group of formula (2) wherein four of R10 to R14 are H and one of R10 to R14 is Cl, (C1-C4) alkyl, halo (C1-C4) alkyl, branched (C3-C6) alkyl, (C1-C4) alkoxy, halo (C1-C4) alkoxy, phenyl, substituted phenyl, phenoxy, or substituted phenoxy. The compounds of the present invention are suitable for use as plant fungicides.

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