发明授权
US5534644A Process for the preparation of 4-methyl-5-(2-chloroethyl)-thiazole and
analogues thereof
失效
制备4-甲基-5-(2-氯乙基) - 噻唑及其类似物的方法
- 专利标题: Process for the preparation of 4-methyl-5-(2-chloroethyl)-thiazole and analogues thereof
- 专利标题(中): 制备4-甲基-5-(2-氯乙基) - 噻唑及其类似物的方法
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申请号: US464308申请日: 1995-06-05
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公开(公告)号: US5534644A公开(公告)日: 1996-07-09
- 发明人: Endre Palosi , Dezso Korbonits , Erzsebet Molnar nee Bako , Ida Szvoboda nee Kanzel , Gergely Heja , Pal Kiss , Csaba Gonczi , Ferenc Sperber , Csaba Huszar , Gyorgy Mihalovics , Attila Nemeth , Mihaly Su , Karol Gyure , Istvan Bone , Ferenc Morasz , Laszlo Ledniczky , Erzsebet Szabo nee Kardos , Peter Gy ri , Erzsebet Szalay , Karoly Ban , Iidiko Buttkai , Arpad K vari , Sandor Garaczy
- 申请人: Endre Palosi , Dezso Korbonits , Erzsebet Molnar nee Bako , Ida Szvoboda nee Kanzel , Gergely Heja , Pal Kiss , Csaba Gonczi , Ferenc Sperber , Csaba Huszar , Gyorgy Mihalovics , Attila Nemeth , Mihaly Su , Karol Gyure , Istvan Bone , Ferenc Morasz , Laszlo Ledniczky , Erzsebet Szabo nee Kardos , Peter Gy ri , Erzsebet Szalay , Karoly Ban , Iidiko Buttkai , Arpad K vari , Sandor Garaczy
- 申请人地址: SEX Sodertalje
- 专利权人: Aktiebolaget Astra
- 当前专利权人: Aktiebolaget Astra
- 当前专利权人地址: SEX Sodertalje
- 优先权: HUX3402/91 19911030; HUX3403/91 19911030; HUX3404/91 19911030; HUX1124/92 19920403; HUX1125/92 19920403
- 主分类号: C07D277/20
- IPC分类号: C07D277/20 ; A61K31/00 ; C07C331/02 ; C07C331/04 ; C07D277/22 ; C07D277/32 ; C07D277/34
摘要:
The present invention relates to a process for the preparation of compounds of general formula (I), wherein R stands for a straight chained C.sub.1-5 alkyl group substituted by a chlorine atom in the 2-position, and acid addition salts thereof, characterized by reacting a 3,5-dichloro-2-alkanone of general formula (V), wherein R is a defined above, with an inorganic thiocyamate, and a) converting the 3-thiocyanato-5-chloro-2-alkanone of general formula (IV), thus obtained, wherein R is as defined above, into 2-chloro-4-methyl-5-(2-chloroalkyl)-thiazole of general formula (II), wherein R is as defined above, by gaseous hydrochloric acid in an organic solvent, hydrogenating the said compound in the presence of a metal catalyst in an organic solvent, or b) reacting said compound of general formula (IV) with an aqueous mineral acid and treating the 2-hydroxy-4-methyl-5-(2-chloroalkyl)-thiazole of general formula (III), thus obtained with a halogenating agent, and hydrogenating the 2-chloro-4-methyl-5-(2-chloroalkyl)-thiazole of general formula (II) thus obtained, wherein R is as defined above, in an organic solvent in presence of a metal catalyst, and optionally converting the 4-methyl-5-(2-chloroalkyl)-thiazole of general formula (I), wherein R is as defined above, thus obtained or a hydrochloride salt thereof, in a manner known per into another acid addition salt or setting free a compound of general formula (I), wherein R is a defined above, from its acid addition salt.
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