Patent ID: 6596445
Filing Date: 2003-07-22
Classification: B33Y,C07C,C07D,C08F,G03F

Abstract:
Compounds of the formulae I, II, III and IV whereinR1 is phenyl which is unsubstituted or substituted by one or more C1-C6alkyl, phenyl, halogen, OR8, SR9 or NR10R11; or R1 is C1-C20alkyl or C2-C20alkyl optionally interrupted by one or more â€”Oâ€” and/or optionally substituted by one or more hydroxyl groups; or R1 is C5-C8cycloalkyl, C2-C20alkanoyl; or benzoyl which is unsubstituted or substituted by one or more C1-C6alkyl, phenyl, OR8, SR9 or NR10R11; or R1 is C2-C12alkoxycarbonyl optionally interrupted by one or more â€”Oâ€” and/or optionally substituted by one or more hydroxyl groups; or R1 is phenoxycarbonyl which is unsubstituted or substituted by C1-C6alkyl, halogen, phenyl, OR8 or NR10R11; or R1 is â€”CONR10R11, CN, NO2, C1-C4haloalkyl, S(O)mC1-C6alkyl; unsubstituted or C1-C12alkyl-substituted S(O)mâ€”C6-C12aryl; SO2Oâ€”C1-C6alkyl, SO2Oâ€”C6-C10aryl, or diphenyl-phosphinoyl; m is 1 or 2; R1â€² is C2-C12alkoxycarbonyl optionally interrupted by one or more â€”Oâ€” and/or optionally substituted by one or more hydroxyl groups; or R1â€² is phenoxycarbonyl which is unsubstituted or substituted by one or more C1-C6alkyl, halogen, phenyl, OR8 or NR10R11; or R1â€² is C5-C8cycloalkyl, â€”CONR10R11, CN; or phenyl which is substituted by SR9, wherein optionally a 5- or 6-membered ring is formed via the group R9 by building a link to a carbon atom of the phenyl ring bearing the groups R4â€², R5â€² and R6â€²; or, if at least one of R4â€², R5â€² or R6â€² is â€”SR9, R1â€² additionally is C1-C12alkyl which is unsubstituted or substituted by one or more halogen, OH, OR2, phenyl, halogenated phenyl or phenyl substituted by SR9, and which C1-C12alkyl optionally is interrupted by â€”Oâ€” or â€”NHâ€”(CO)â€”; R2 is C2-C12alkanoyl which is unsubstituted or substituted by one or more halogen or CN; or R2 is C4-C6alkenoyl, provided that the double bond is not conjugated with the carbonyl group; or R2 is benzoyl which is unsubstituted or substituted by one or more C1-C6alkyl, halogen, CN, OR8, SR9 or NR10R11; or R2 is C2-C6alkoxycarbonyl; or phenoxycarbonyl which is unsubstituted or substituted by C1-C6alkyl or halogen; R3, R4, R5, R6 and R7 independently of one another are hydrogen, halogen, C1-C12alkyl, cyclopentyl, cyclohexyl; or phenyl which is unsubstituted or substituted by one or more OR8, SR9 or NR10R11; or R3, R4, R5, R6 and R7 are benzyl, benzoyl, C2-C12alkanoyl; C2-C12alkoxycarbonyl optionally interrupted by one or more â€”Oâ€” and/or optionally substituted by one or more hydroxyl groups; or R3, R4, R5, R6 and R7 are phenoxycarbonyl or a group OR8, SR9, SOR9, SO2R9 or NR10R11, wherein the substituents OR8, SR9 and NR10R11 optionally form 5- or 6-membered rings via the radicals R8, R9, R10 and/or R11 with further substituents on the phenyl ring or with one of the carbon atoms of the phenyl ring; provided that at least one of the groups R3, R4, R5, R6 or R7 is SR9 or NR10R11; R4â€², R5â€² and R6â€² independently of one another are hydrogen, halogen, C1-C12alkyl, cyclopentyl, cyclohexyl; phenyl which is unsubstituted or substituted by OR8, SR9 or NR10R11; or R4â€², R5â€² and R6â€² are benzyl, benzoyl, C2-C12alkanoyl; C2-C12alkoxycarbonyl optionally interrupted by one or more â€”Oâ€” and/or optionally substituted by one or more hydroxyl groups; or R4â€², R5â€² and R6â€² are phenoxycarbonyl; or are a group OR8, SR9, SOR9, SO2R9, NR10R11, wherein the substituents OR8, SR9 and NR10R11 optionally form 5- or 6-membered rings via the radicals R8, R9, R10 and/or R11 with further substituents on the phenyl ring or with one of the carbon atoms of the phenyl ring; provided that at least one of Râ€²4, Râ€²5 and Râ€²6 is SR9 or NR10R11; R8 is hydrogen, C1-C12alkyl; or C2-C6alkyl which is substituted by â€”OH, â€”SH, â€”CN, C1-C4alkoxy, C3-C6alkenoxy, â€”OCH2CH2CN, â€”OCH2CH2(CO)O(C1-C4alkyl), â€”O(CO)â€”C1-C4alkyl, â€”O(CO)-phenyl, â€”(CO)OH or â€”(CO)O(C1-C4alkyl); or R8 is C2-C6alkyl which is interrupted by one or more â€”Oâ€”; or R8 is â€”(CH2CH2O)nH, C2-C8alkanoyl, C3-C12alkenyl, C3-C6alkenoyl, cyclohexyl; or phenyl which is unsubstituted or substituted by halogen, C1-C12alkyl or C1-C4alkoxy; or R8 is phenyl-C1-C3alkyl, Si(C1-C8alkyl)r(phenyl)3âˆ’r, or a group n is 1-20; r is 1, 2 or 3; R9 is hydrogen, C1-C12alkyl, C3-C12alkenyl, cyclohexyl; C2-C6alkyl which is substituted by â€”OH, â€”SH, â€”CN, C1-C4alkoxy, C3-C6alkenoxy, â€”OCH2CH2CN, â€”OCH2CH2(CO)O(C1-C4alkyl), â€”O(CO)â€”C1-C4alkyl, â€”O(CO)-phenyl, â€”(CO)OH or â€”(CO)O(C1-C4alkyl); or R9 is C2-C12alkyl which is interrupted by one or more â€”Oâ€” or â€”Sâ€”; or R9 is phenyl which is unsubstituted or substituted by halogen, C1-C12alkyl or C1-C4alkoxy; or R9 is phenyl-C1-C3alkyl or a group R10 and R11 independently of each other are hydrogen, C1-C12alkyl, C2-C4hydroxyalkyl, C2-C10alkoxyalkyl, C3-C5alkenyl, C5-C12cycloalkyl, phenyl-C1-C3alkyl; phenyl which is unsubstituted or substituted by C1-C12alkyl or C1-C4alkoxy; or R10 and R11 are C2-C3alkanoyl, C3-C6alkenoyl or benzoyl; or R10 and R11 together are C2-C6alkylene optionally interrupted by â€”Oâ€” or â€”NR8â€” and/or optionally substituted by hydroxyl, C1-C4alkoxy, C2-C4alkanoyloxy or benzoyloxy; or, when R10 is hydrogen, R11 may be a group of formula M is C1-C12alkylene, cyclohexylene, phenylene, â€”(CO)Oâ€”(C2-C12alkylene)-O(CO)â€”, â€”(CO)Oâ€”(CH2CH2O)nâ€”(CO)â€” or â€”(CO)â€”(C2-C12-alkylene)â€”(CO)â€”; M1 is a direct bond; or C1-C12alkyleneoxy-, optionally interrupted by 1 to 5 â€”Oâ€”, â€”Sâ€” and/or â€”NR10â€”; M2 is a direct bond; or C1-C12alkylene-Sâ€”, optionally interrupted by 1 to 5 â€”Oâ€”, â€”Sâ€” and/or â€”NR10â€”; M3 is a direct bond, a piperazino group; or C1-C12alkylene-NHâ€” optionally interrupted by 1 to 5 â€”Oâ€”, â€”Sâ€” and/or â€”NR10â€”; â€ƒprovided that (i) if R5 is methoxy and R2 is benzoyl or acetyl, then R1 is not phenyl; (ii) if R5 is methoxy and R1 is ethoxycarbonyl, then R2 is not benzoyl or ethoxycarbonyl; (iii) if R5 is methoxy and R1 is 4-methoxybenzoyl, then R2 is not ethoxycarbonyl; (iv) if R5 is methacryloylamino and R1 is methyl, then R2 is not benzoyl; (v) if both, R5 and R4 or R5 and R6, are OR8 and these OR8 groups together form a ring via R8 and thereby give â€”Oâ€”CH2â€”Oâ€”, and R1 is methyl, then R2 is not acetyl; (vi) if R4, R5 and R6 simultaneously are methoxy and R1 is ethoxycarbonyl, then R2 is not acetyl; (vii) if R5 is methoxy and simultaneously R4 or R6 are acetoxy and R1 is ethyl, then R2 is not acetyl; (viii) if, in formula III, R1â€² is methyl, R5â€² is phenylthio, and R4â€² and R6â€² both are H, then R2 is not 4-chlorobenzoyl.