CAS: 1073-69-4; (4-Chlorophenyl)Hydrazine

该化合物是一种有机化合物,其特征是存在附属于某一氯联苯集团的氢子功能组,该化合物一般是无色的,可粉黄的液体或固体,视其纯度和温度而定;以其反应性而闻名,特别是通过二氮化反应形成氮化合物,这使其在染色合成和其他有机变异中具有价值;氯原子的存在增强了其电子生殖特性,使其反应能力超过非氯化的对等. (4-氯联苯) 氢也用于制药业和各种农用化学品合成中,但必须小心处理该化合物,因为它可能构成健康风险,包括潜在的毒性和致癌性.适当的安全措施,包括使用个人防护设备和在通风良好的地区工作,在与该物质打交道时至关重要.

结构式图片

相似化合物

1073-70-7 1397232-43-7 19763-90-7

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

N-chloro-N'-phenyl-ureaN-chloro-N'-phenyl-urea p-chlorobenzenediazonium chloride 4-chloro-aniline p-chlorobenzenediazonium tetrafluoroborate furfural-(4-chloro-phenylhydrazone) 1-(4-chloro-phenyl)-1,2-dihydro-pyridazine-3,6-dione 4-Chlorphenylmaleinhydrazidsaeure N'-(4-chlorophenylpicolino)hydrazide

合成工艺路线路线简述

    📜对氯苯胺置于盐酸,Sodium Nitrite,Sodium Sulfite体系中,用 水 用作溶剂,化学反应 6.0H,以70.67%的收率获得4-氯苯肼
    参考文献:潜在的c-Met抑制剂4-(2-氟苯氧基)-3,3'-联吡啶衍生物的合成和生物学评估
    标题:潜在的c-Met抑制剂4-(2-氟苯氧基)-3,3'-联吡啶衍生物的合成和生物学评估
    摘要:通过基于结构的分子杂交方法,设计合成了六种新颖的与氮杂芳基甲酰胺/胺骨架共轭的4-(2-氟苯氧基)-3,3'-联吡啶衍生物.评估了目标化合物在体外对四种癌细胞系(ht-29,A549,Mkn-45和mda-Mb-231)的c-Met激酶抑制活性和细胞毒性.大多数化合物均表现出中等至出色的效力,最有前途的候选蛋白26C(c-Met激酶ic 50 = 8.2 Nm)在体外对c-Met上瘾的mkn-45细胞系的细胞毒性增加了4.7倍(ic 50 = 3 Nm),优于foretinib(ic 50 = 23 Nm).初步的结构-活性关系表明,1 H-苯并[e] [1,3,4]噻二嗪-3-羧酰胺-4,4-二氧化物部分作为连接基有助于抗肿瘤作用.
    Doi:10.1016/j.Ejmech.2016.04.062

    专利信息


    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.

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    主要参考文献

    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.
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