Patent ID: 6485886
Filing Date: 2002-11-26
Classification: B33Y,C07C,C07D,Y10S

Abstract:
Compounds of formulae I or II whereinm is 0 or 1; R1 is phenyl which is unsubstituted or substituted by one or more of the radicals C1-C12alkyl, C1-C4haloalkyl, halogen, phenyl, OR6, NR7R8, SR9 and/or â€”S-phenyl, optionally the substituents OR6, SR9 or NR7R8 form 5- or 6-membered rings, via the radicals R6, R7, R8 and/or R9, with further substituents on the phenyl ring or with one of the carbon atoms of the phenyl ring, or R1 is naphthyl, anthracyl or phenanthryl, the radicals naphthyl, anthracyl and phenanthryl being unsubstituted or substituted by C1-C6alkyl, phenyl, OR6, NR7R8, SR9 and/or â€”S-phenyl, optionally the substituents OR6, SR9 or NR7R8 form 5- or 6-membered rings, via the radicals R6, R7, R8 and/or R9 with further substituents on the naphthyl, anthracyl or phenanthryl ring or with one of the carbon atoms of the naphthyl, anthracyl or phenanthryl ring, or R1 is a heteroaryl radical which is unsubstituted or substituted by C1-C6alkyl, phenyl, OR6, NR7R8, SR9 and/or â€”S-phenyl, optionally the substituents OR6, SR9 or NR7R8 form 5- or 6-membered rings, via the radicals R6, R7, R8 and/or R9 with further substituents on the heteroaryl ring or with one of the carbon atoms of the heteroaryl ring, or, if m is 0, R1 additionally is C2-C6alkoxycarbonyl, phenoxycarbonyl, CN, hydrogen or C1-C12 alkyl; Râ€²1 is C2-C12alkylene, phenylene, naphthylene, â€ƒdiphenylene or oxydiphenylene, these radicals being unsubstituted or substituted by C1-C12alkyl; R2 is CN; n is 1 or 2; R3 is C2-C6haloalkanoyl, halobenzoyl, or a group Y1, Y2 and Y3 are independently of each other O or S; R4 and R5 are independently of each other hydrogen, halogen, C1-C6alkyl, C1-C6alkoxy, C1-C4haloalkyl, CN, NO2, C2-C6alkanoyl, benzoyl, phenyl, â€”S-phenyl, OR6, SR9, NR7R8, C2-C6alkoxycarbonyl, phenoxycarbonyl, S(O)nC1-C6alkyl, S(O)nC6-C12aryl, C1-C12alkylsubstituted S(O)nC6-C12aryl, SO2Oâ€”C1-C6alkyl, SO2O-C6-C10aryl or NHCONH2, or R4 and R5 together are â€”C(R12)&boxH;C(R13)â€”C(R14)&boxH;C(R15)â€”; R5 is hydrogen, phenyl; C1-C12alkyl which is unsubstituted or substituted by phenyl, OH, C1-C12alkoxy, C1-C12alkylsulfonyl, phenylsulfonyl, (4-methylphenyl)sulfonyl and/or by C2-C6alkanoyl; or R6 is C2-C12alkyl interrupted by â€”Oâ€”, optionally substituted by phenyl, OH, C1-C12alkoxy, C1-C12alkylsulfonyl, phenylsulfonyl, (4-methylphenyl)sulfonyl and/or by C2-C6alkanoyl; R7 and R8 are independently of each other hydrogen; C1-C12alkyl which is unsubstituted or substituted by OH, C1-C4alkoxy, C1-C12alkylsulfonyl, phenylsulfonyl, (4-methylphenyl)sulfonyl and/or C1-C6alkanoyl; or R7 and R8 are C2-C12alkyl interrupted by â€”Oâ€”, optionally substituted by OH, C1-C4alkoxy, C1-C12alkylsulfonyl, phenylsulfonyl, (4-methylphenyl)sulfonyl and/or C1-C6alkanoyl; or R7 and R8 are phenyl, C2-C6alkanoyl, benzoyl, C1-C6alkylsulfonyl, phenylsulfonyl, (4-methylphenyl)sulfonyl, naphthylsulfonyl, anthracylsulfonyl or phenanthrylsulfonyl, or R7 and R8, together with the nitrogen atom to which they are bound, form a 5-, 6- or 7-membered ring which optionally is interrupted by â€”Oâ€” or by â€”NR7a-; R7a is hydrogen, phenyl; C1-C12alkyl which is unsubstituted or substituted by phenyl, OH, C1-C12alkoxy, C1-C12alkylsulfonyl, phenylsulfonyl, (4-methylphenyl)sulfonyl and/or by C2-C6alkanoyl; or R7a is C2-C12alkyl interrupted by â€”Oâ€”, optionally substituted by phenyl, OH, C1-C12alkoxy, C1-C12alkylsulfonyl, phenylsulfonyl, (4-methylphenyl)sulfonyl and/or by C2-C6alkanoyl; or R7a is phenyl, C2-C6alkanoyl, benzoyl, C1-C6alkylsulfonyl, phenylsulfonyl, (4-methylphenyl)sulfonyl, naphthylsulfonyl, anthracylsulfonyl or phenanthrylsulfonyl; R9 is C1-C12alkyl which is unsubstituted or substituted by OH and/or C1-C4alkoxy; or C2-C12alkyl interrupted by â€”Oâ€”, soptionally substituted by OH and/or C1-C4alkoxy; A is S, O, NR7a, or a group of formula A1, A2, A3 or A4R10 and R11 independently of each other have one of the meanings given for R4, or R10 and R11 together are â€”COâ€”NR7aCOâ€”, or R10 and R11 together are â€”C(R12)&boxH;C(R13)â€”C(R14)&boxH;C(R15)â€”; R12, R13, R14 and R15 independently of one another are hydrogen, C1-C4alkyl, halogen, phenyl, OR6, SR9, NR7R8, â€”S-phenyl, C2-C6alkoxycarbonyl, phenoxycarbonyl, CN, NO2, C1-C4haloalkyl, S(O)nC1-C6alkyl, S(O)nC6-C12aryl, C1-C12alkyl-substituted S(O)nC6-C12aryl, SO2Oâ€”C1-C6alkyl, SO2Oâ€”C6-C10aryl or NHCONH2; R16 and R17 independently of each other are C1-C6alkyl which is unsubstituted or substituted by halogen; or are phenyl which is unsubstituted or substituted by C1-C4alkyl or halogen; R18 and R19 independently of each other have one of the meanings of R16, or R18 and R19, or together are 1,2-phenylene or C2-C6alkylene which is unsubstituted or substituted by C1-C4alkyl or halogen; R20, R21 and R22 independently of each other are C1-C6alkyl which is unsubstituted or substituted by halogen; or are phenyl which is unsubstituted or substituted by C1-C4alkyl or halogen; or R21, and R22 together are 2,2â€²-biphenylene or C2-C6alkylene which is unsubstituted or substituted by C1-C4alkyl or halogen; Z is CR11 or N; and Z1 is â€”CH2â€”, S, O or NR7a.