专利号:US-2009221834-A1 优先权日:2006-04-20 标题 :Synthesis of 5-Beta-Keto-1,2,4-Oxadiazoles and Conversion of 5-Beta-Keto-1,2,4 Oxadiazoles to N-Pyrazolyl Amidoximes 发明人:JENSEN DAVID R; SIDENSTICK JOHN E 权利人:JENSEN DAVID R; SIDENSTICK JOHN E 摘要:The disclosed invention relates to a process for preparing 5-β-keto-1,2,4-oxadiazoles of formula (I), and conversion of 5-β-keto-1,2,4-oxadiazoles (I) into N-pyrazolyl amidoximes of the formula (II) through reaction with hydrazine. The process is defined by two steps. An amidoxime, which may be prepared in situ, is condensed with a β-keto ester to form a 5-β-keto-1,2,4-oxadiazole. The 5-β-keto-1,2,4-oxadiazole is subsequently reacted with hydrazine to furnish the desired N-pyrazolyl amidoxime. The disclosed invention provides several advantages over the current state of the art for the synthesis of N-pyrazolyl amidoximes, which require the condensation of a pyrzolylamine with an actived substrate and subsequent reaction with hydroxyl amine. N-pyrazolyl amidoximes are useful synthetic intermediates, especially for the preparation of photographic developing chemicals.
专利号:US-6020498-A 优先权日:1998-08-04 标 题 :Process for preparing carboxamide oximes 发明人:FERRUCCIO LAURENCE; GIBERT DOMINIQUE; VERGNE GUYSELAINE 权利人:ISOCHEM SA 摘要:The invention relates to a process for preparing carboxamide oximes of the formula (I): in which R 1 represents an aryl or heteroaromatic group, and R 2 and R 3 represent a hydrogen atom or groups as defined in the description, characterized by the three following steps: n 1) An amide of the formula (II) R 1 CONHR 4 , with R 1 having the previous meaning and R 4 being a C 1 to C 8 alkyl group, is reacted with a chlorinating agent in order to obtain the corresponding chloroimine, n 2) The resulting chloroimine is then caused to react with an aminopyrazole in order to obtain a novel disubstituted amidine, n 3) The resulting amidine is caused to react with hydroxylamine or one of its salts. n Carboxamide oximes are prepared more rapidly, and in a good yield, in this way. They are useful as synthesis intermediates, in particular for preparing photographic developing agents.
参考标题:Synthesis Of 5-Beta-Keto-1,2,4-Oxadiazoles And Conversion Of 5-Beta-Keto-1,2,4 Oxadiazoles To N-Pyrazolyl Amidoximes 摘要:The Disclosed Invention Relates To A Process For Preparing 5-β-Keto-1,2,4-Oxadiazoles Of Formula (I), And Conversion Of 5-β-Keto-1,2,4-Oxadiazoles (I) Into N-Pyrazolyl Amidoximes Of The Formula (II) Through Reaction With Hydrazine. The Process Is Defined By Two Steps. An Amidoxime, Which May Be Prepared In Situ, Is Condensed With A β-Keto Ester To Form A 5-β-Keto-1,2,4-Oxadiazole. The 5-β-Keto-1,2,4-Oxadiazole Is Subsequently Reacted With Hydrazine To Furnish The Desired N-Pyrazolyl Amidoxime. The Disclosed Invention Provides Several Advantages Over The Current State Of The Art For The Synthesis Of N-Pyrazolyl Amidoximes, Which Require The Condensation Of A Pyrzolylamine With An Actived Substrate And Subsequent Reaction With Hydroxyl Amine. N-Pyrazolyl Amidoximes Are Useful Synthetic Intermediates, Especially For The Preparation Of Photographic Developing Chemicals.