Patent ID: 6747146
Filing Date: 2004-06-08
Classification: C07C,C07D

Abstract:
A process for the preparation of a compound of the formula whereinR1 is hydrogen or C1-C4-alkyl; R6 is hydrogen, C1-C8-alkyl, aryl or benzyl; R2 is hydrogen, C1-C8-alkyl, C3-C6-cycloalkyl, or a group of the formula â€”N(R3)R4; or R2 and R6 together are a group â€”CH2â€”CH2â€”Sâ€”, the ethylene group of which is bonded to the nitrogen atom shown in the formula I; R3 and R4, independently of one another, are hydrogen, C1-C4-alkyl, C3-C6-cycloalkyl or a group â€”CH2B; or R3 and R8 together are â€”CH2â€”CH2â€”, â€”CH2â€”CH2â€”CH2â€”, â€”CH2â€”Oâ€”CH2â€”, â€”CH2â€”Sâ€”CH2â€” or â€”CH2â€”N(R5)â€”CH2â€”; R5 is methyl; X is Nâ€”CN, CHâ€”CN, CHâ€”NO2 or Nâ€”NO2; A is an aromatic or non-aromatic, monocyclic or bicyclic, heterocyclic group, which is unsubstituted orâ€”depending on the substitution possibilities of the ring systemâ€”mono- to penta-substituted by substituents, selected from the group consisting of halogen, C1-C3-alkyl, C1-C3-alkoxy, halogen-C1-C3-alkyl, halogen-C1-C3-alkoxy, cyclopropyl, halogencyclopropyl, C2-C3-alkenyl, C2-C3-alkynyl, halogen-C2-C3-alkenyl, halogen-C2-C3-alkynyl, C1-C3-alkylthio, halogen-C1-C3-alkylthio, allyloxy, propargyloxy, allylthio, propargylthio, halogenallyloxy, halogenallylthio, cyano and nitro; and B is a phenyl, 3-pyridyl or thiazolyl group which is optionally substituted by one to three substituents, selected from the group consisting of C1-C3-alkyl, halogen-C1-C3-alkyl, cyclopropyl, halogencyclopropyl, C2-C3-alkenyl, C2-C3-alkynyl, C1-C3-alkoxy, halogen-C2-C3-alkenyl, halogen-C2-C3-alkynyl, halogen-C1-C3-alkoxy, C1-C3-alkylthio, halogen-C1-C3-alkylthio, allyloxy, propargyloxy, allylthio, propargylthio, halogenallyloxy, halogenallylthio, halogen, cyano and nitro, which process is characterised in that a compound of the formula wherein R2, R6 and X are as defined hereinbefore for the formula I, is reacted in the presence of a solvent or diluent, of a phase transfer catalyst and of a base with a compound of the formula wherein A and R1 are as defined hereinbefore for the formula I, and Q is a leaving group, the said solvent or diluent being an ester of carbonic acid.