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公开(公告)号：EP1036068B1
公开(公告)日：2003-03-12
申请号：EP98953627.1
申请日：1998-10-16
申请人： FMC CORPORATION
IPC分类号： C07D249/12
CPC分类号： C07D249/12
摘要： A process for preparing an alkyl α-2-chloro-5- [4-(difluoromethyl)-4,5- dihydro-3-methyl-5- oxo-1H-1,2,4-triazol -1-yl]-2,4-substituted -benzene-propanoate herbicide, by reacting an alkyl α-acetyl-5- [4-(difluoromethyl)-4,5- dihydro-3-methyl-5- oxo-1H-1,2,4-triazol -1-yl]-2,4-disubstituted -benzene-propanoate, Intermediate D, first with sodium hypochlorite, then with a base, and recovering the herbicide. Intermediate D is prepared by reacting a 1-(2,4-disubstituted-5- halophenyl)-4-difluoromethyl-4, 5-dihydro-3-methyl-5- oxo-1H-1,2,4-triazole, Intermediate B, with an alkyl alkanoate in the presence of a palladium catalyst and a tertiary amine. Intermediate B is prepared by reacting a 1-(2,4-disubstituted- phenyl)-4-difluoromethyl-4, 5-dihydro-3-methyl-5- oxo-1H-1,2,4-triazole with a halogenating agent in the presence of an acid. The 2,4-substituents are independently selected from halo, alkyl, cycloalkyl, alkoxy, nitro, or hetercyclyl.
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公开(公告)号：EP1036068A1
公开(公告)日：2000-09-20
申请号：EP98953627.1
申请日：1998-10-16
申请人： FMC CORPORATION
IPC分类号： C07D249/12
CPC分类号： C07D249/12
摘要： A process for preparing an alkyl α-2-chloro-5- [4-(difluoromethyl)-4,5- dihydro-3-methyl-5- oxo-1H-1,2,4-triazol -1-yl]-2,4-substituted -benzene-propanoate herbicide, by reacting an alkyl α-acetyl-5- [4-(difluoromethyl)-4,5- dihydro-3-methyl-5- oxo-1H-1,2,4-triazol -1-yl]-2,4-disubstituted -benzene-propanoate, Intermediate D, first with sodium hypochlorite, then with a base, and recovering the herbicide. Intermediate D is prepared by reacting a 1-(2,4-disubstituted-5- halophenyl)-4-difluoromethyl-4, 5-dihydro-3-methyl-5- oxo-1H-1,2,4-triazole, Intermediate B, with an alkyl alkanoate in the presence of a palladium catalyst and a tertiary amine. Intermediate B is prepared by reacting a 1-(2,4-disubstituted- phenyl)-4-difluoromethyl-4, 5-dihydro-3-methyl-5- oxo-1H-1,2,4-triazole with a halogenating agent in the presence of an acid. The 2,4-substituents are independently selected from halo, alkyl, cycloalkyl, alkoxy, nitro, or hetercyclyl.
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