专利号:WO-2018019249-A1 优先权日:2016-07-27 标题 :Process for continuous flow synthesis of 4-chlorophenylhydrazine salt 发明人:MA BING; PAN SHUAI; PU DENGPAN 权利人:SHANGHAI HYBRID-CHEM TECH 摘要:The present invention provides a process for continuous flow synthesis of a 4-chlorophenylhydrazine salt; the three reaction steps of diazotization, reduction, and acidolysis salt formation are organically integrated in an innovative manner; using a 4-chloroaniline acidic stock solution, a diazotization reagent, a reducing agent, and acid as starting materials, continuously performing in sequence the three reaction steps of diazotization, reduction, and acidolysis salt formation to obtain a 4-chlorophenylhydrazine salt; the synthesis process is carried out in an integrated reactor and is an integrated solution. The reaction starting materials are added continuously via the material feed inlet of the integrated reactor; the three reaction steps of diazotization, reduction, and acidolysis salt formation are performed continuously in sequence in the integrated reactor; 4-chlorophenylhydrazine salt is obtained continuously from the material outlet of the integrated reactor; the total reaction time is ≤20 minutes. In comparison with conventional production processes, the total reaction time is greatly shortened and safety is significantly improved; furthermore, neither the reaction process nor the reaction product contain any reaction by-products (such as diazoamino compounds and reduction reaction intermediates); the described continuous flow process does not require an additional purification step and produces a high-purity product having a purity of 99% or higher, while also achieving a maximum yield of 99.5% or higher.
专利号:US-6025492-A 优先权日:1996-08-30 标 题 :Synthesis of a hydrazone β-keto ester by the reaction with a diazo ester 发明人:SHAH AJIT S; CLARK JERRY D; MA YINONG; PETERSON JAMES C; PATELIS LEFTERIS 权利人:MONSANTO CO 摘要:The present invention relates to the synthesis of a hydrazone β-keto ester by the reaction of an alkyl diazoester with a hydrazone aldehyde in the presence of a Lewis acid In a preferred embodiment, the hydrazone β-keto ester is then converted into a pyridazinone compound by the reaction with an alkyl acid chloride in the presence of a base, followed by acidification. A process for the production of a hydrazone aldehyde, which comprises contacting a hydrazine and glyoxal, is also described.
专利号:WO-2020094440-A1 优先权日:2018-11-07 标题 :Process for the synthesis of aryl hydrazines 发明人:WANG JUSTIN; HARTWIG JOHN F; ZUEND STEPHAN; BORATE KAILASKUMAR; SHINDE HARISH; GOETZ ROLAND 权利人:BASF SE 摘要:The invention relates to a process for the synthesis of aryl hydrazinesof formula I or a salt thereof, which process comprises subjecting an arene of formula II to a coupling reaction with hydrazine or a derivative thereof, wherein the coupling reaction is conducted in the presence of a catalyst comprising palladium and a diphosphine ligand, wherein the phosphorus atoms are connected through two, three, four, or five atoms selected from car- bon, nitrogen, oxygen or iron, and in which the non-connecting phosphorus substituents are C 1- C 10- alkyl or C 3 -C 10 -cycloalkyl, wherein the amount of Pd used is up to 0.5 mol-% relative to the amount of arene of formula II; and a base.
专利号:EP-0923540-B1 优先权日:1996-08-30 标题 :Synthesis of a hydrazone beta-keto ester by the reaction with a diazo ester 发明人:SHAH AJIT S; CLARK JERRY D; MA YINONG; PETERSON JAMES C; PATELIS LEFTERIS 权利人:MONSANTO TECHNOLOGY LLC 摘要:The present invention relates to the synthesis of a hydrazone β-keto ester by the reaction of an alkyl diazo ester with a hydrazone aldehyde in the presence of a Lewis acid. In a preferred embodiment, the hydrazone β-keto ester is then converted into a pyridazinone compound by the reaction with an alkyl acid chloride in the presence of a base, followed by acidification. The present invention also relates to a continuous process for the production of a hydrazone aldehyde comprising contacting a hydrazine and glyoxal, wherein the hydrazine and the glyoxal are added simultaneously to a reactor at a controlled rate.
专利号:US-7153960-B2 优先权日:2001-12-10 标 题:Synthesis of 4,5-dihydro-pyrazolo[3,4-c]pyrid-2-ones 发明人:ZHOU JIACHENG; OH LYNETTE M; MA PHILIP; LI HUI-YIN; CONFALONE PASQUALE 权利人:BRISTOL MYERS SQUIBB CO 摘要:A novel process and intermediates thereof for making 4,5-dihydro-pyrazolo[3,4-c]pyrid-2-ones of the type shown below from appropriate phenyl hydrazines is described. n nThese compounds are useful as factor Xa inhibitors.
专利号:US-4713383-A 优先权日:1984-10-01 标 题:Triazoloquinazoline compounds, and their methods of preparation, pharmaceutical compositions, and uses 发明人:FRANCIS JOHN E; GELOTTE KARL O 权利人:CIBA GEIGY CORP 摘要:[1,2,4]triazolo[1,5-c]quinazoline compounds of the formula wherein R1 is optionally substituted phenyl, pyridyl, furyl thienyl, dihydro or tetrahydro furanyl or thienyl, pyranyl, or 0-ribofuranosyl; R2 is hydrogen or lower alkyl; X is oxygen or NR3, R3 is as defined in the claims, and ring A is unsubstituted or substituted as set forth in the claims. The compounds wherein X is N-R3 are especially useful as adenosine antagonists and for the treatment of asthma. The compounds wherein X is oxygen are useful as benzodiazepine antagonists and as intermediates in the synthesis of the compounds wherein X is N-R3.
参考标题:Visible-Light-Mediated Synthesis Of Unsymmetrical Diaryl Sulfides Via Oxidative Coupling Of Arylhydrazine With Thiol 作者:Golam Kibriya,Susmita Mondal,Alakananda Hajra |发布日期:2018.12.7 摘要:A Metal-Free Visible-Light-Promoted Oxidative Coupling Between Thiols And Arylhydrazines Has Been Developed To Afford Diaryl Sulfides Using A Catalytic Amount Of Rose Bengal As Photocatalyst Under Aerobic Conditions. A Library Of Unsymmetrical Diaryl Sulfides With Broad Functionalities Was Synthesized In Good Yields At Room Temperature. The Present Methodology Is Also Applicable To Benzo[ D]Thiazole-2-Thiols
合成参考文献
参考文献:10.1107/s1600536811017958 摘要:Lo KM, Ng SW. 2-{[2-(4-Chloro-phen-yl)hydrazinyl-idene]meth-yl}phenol. Acta Crystallogr Sect E Struct Rep Online. 2011 Jun 01;67(Pt 6):o1452.