N-sulfenylated pyrrole derivatives

Details N-sulfenylated pyrrole derivatives N-sulfenylated pyrrole derivatives

C - Chemistry, Metallurgy

07

D

260/316, 167/10.

C07D 207/48 (2006.01) A01N 37/24 (2006.01) A01N 43/36 (2006.01) A01N 43/40 (2006.01) A01N 47/04 (2006.01) C07D 207/333 (2006.01) C07D 207/34 (2006.01) C07D 207/36 (2006.01) C07D 207/42 (2006.01) C07D 401/04 (2006.01) C07D 405/04 (2006.01) C07D 409/04 (2006.01) C07F 9/572 (2006.01)

Patent

CA 1197248

Abstract The invention relates to novel N-sulfenylated pyrrole derivatives of the general formula I (I), Image wherein R1 is a fragment selected from the group consisting of [X,Y,Z(phenyl)], [X,Y,Z(biphenyl)], [U,V,W(pyridyl)], [U,V,W(furyl)] and [U,V,W(thienyl)], wherein X, Y and Z are each independently selected from the group consisting of hydrogen, halogen, C1-C4alkyl, C1-C3haloalkyl, di(C1- C4alkyl)amino, nitro, cyano, -COO(C1-C4alkyl), -CON(C1- C4alkyl)2 and the group -E-R4, where E is -O-, -S-, -SO- or -SO2-, R4 is C1-C6alkyl which is unsubstituted or sub- stituted by C1-C4alkoxy, C3-C5alkenyl which is unsub- stituted or substituted by halogen, C3-C5alkynyl which is unsubstituted or substituted by halogen or hydroxy, or is [X,Y,Z(phenyl)] or -CH2-[X,Y,Z(phenyl)]; U, V and W are each independently selected from the group con- sisting of hydrogen, halogen and C1-C4alkyl, R2 is -COO(C1-C6alkyl), -CO(C1-C6alkyl), -CO-N(C1-C6alkyl)2, cyano, nitro, -SO2-(C1-C6alkyl), -P(O)-(C1-C6alkoxy)2, -SO (Cl-C6alkyl) or -S02-N(Cl-C3alkyl)2; and R3 is C1-C3haloalkyl. The invention also relates to the preparation of these novel compounds by N-sulfenylation of corresponding pyrroles and to microbicidal compositions which contain a compound of the formula I as active ingredient. In addition, there is disclosed a method of controlling phytopathogenic micro- organisms, which comprises the use of the novel compounds.

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