CAS: 156-41-2; 2-(4-Chlorophenyl)Ethanamine

该化合物是一种有机化合物,其特征是苯环的副位置是用氯原子取代苯乙胺主干柱,这种结构具有独特的化学特性,使其成为制药和农用化学合成中有价值的中间体;氯联苯组增强了稳定性和影响反应性,有利于下游应用的选择性改变;其矿物质功能允许进一步衍生,能够生产多种生物活性分子;该化合物的特点是纯度高,性能始终如一,确保研究和工业过程的可靠性;建议适当处理和储存,因为其矿物质性质可能需要有控制的条件才能维持稳定.

结构式图片

相似化合物

167886-56-8 20101-92-2 13078-79-0

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号140-53-4 对氯苯乙腈 | CAS号706-07-0 1-(4-氯苯基)-2-硝基乙烯 | CAS号7424-00-2 DL-4-氯苯基丙氨酸 | CAS号328281-40-9 2-4 -chloropheny... | CAS号60947-43-5 1-(4-CHLOROPHEN... | CAS号101671-01-6 p-chloro-beta-n... | CAS号1073-67-2 对氯苯乙烯 | CAS号104-88-1 对氯苯甲醛 | CAS号32327-70-1 2-(4-氯苯基)氯乙烷 | CAS号38171-31-2 [2-(4-氯苯基)乙基]甲胺 | CAS号22245-95-0 7-氯-3,4-二氢-2H-异... | CAS号25174-38-3 7-氯-2,3,4,5-四氢-... | CAS号82771-60-6 7-氯-1,2,3,4-四氢异喹啉 | CAS号6529-53-9 1-(2-溴乙基)-4-氯苯 | CAS号34164-14-2 2-CHLORO-N-[2-(... | CAS号1073-67-2 对氯苯乙烯 | CAS号616201-80-0 8-氯-2,3,4,5-四氢-... | CAS号167886-56-8 (4-氯苯乙基)氨基甲酸叔丁酯

合成工艺路线路线简述

  • 合成目标产物 4-Chlorophenethylamine 主要起始原料 4-Chlorobenzyl Cyanide
  • (文献来源)合成步骤主要原料 4-Chlorobenzyl Cyanide
对氯苯乙腈置于fac-[mn(1,2-Bis(Di-N-Propylphosphino)Ethane)(Co)3(Ch3)],氢气体系中,用 甲苯 用作溶剂,100.0 °C,5.0 Mpa 条件下,反应 18.0H,以94%的收率获得4-氯苯乙胺
参考文献:旧概念,新应用-空气稳定的烷基mn(i)络合物催化的腈无加氢加氢.
标题:旧概念,新应用-空气稳定的烷基mn(i)络合物催化的腈无加氢加氢.
摘要:描述了一种有效的无添加剂锰催化的分子氢将腈氢化为伯胺的方法.预催化剂,定义明确的台式稳定烷基双膦mn(i)配合物fac-[mn(dpre)(co)3(ch3)](dpre = 1,2-双(二-正丙基膦基)乙烷),经过co迁移插入到锰-烷基键中以形成酰基络合物,该络合物经氢解后生成活性的配位不饱和的mn(i)氢化物催化剂[mn(dpre)(co)2(h)].一系列芳香族和脂肪族腈被有效地和选择性地转化为伯胺,收率非常好至极佳.腈的氢化反应在100oc下进行,催化剂负载量为2 Mol%,氢气压力为50 Bar.通过dft计算提供了机械方面的见解.
Doi:10.1002/adsc.201901040

海关参考信息

专利信息


专利号:US-5977301-A
优先权日:1992-09-24
标题 :Synthesis of N-substituted oligomers
发明人:ZUCKERMAN RONALD N; KERR JANICE M; KENT STEPHEN B H; MOOS WALTER H; SIMON REYNA J; GOFF DANE A
权利人:CHIRON CORP
摘要:A solid-phase method for the synthesis of N-substituted oligomers, such as poly (N-substituted glycines) (referred to herein as poly NSGs) is used to obtain oligomers, such as poly NSGs of potential therapeutic interest which poly NSGs can have a wide variety of side-chain substituents. Each N-substituted glycine monomer is assembled from two 'sub-monomers' directly on the solid support. Each cycle of monomer addition consists of two steps: (1) acylation of a secondary amine bound to the support with an acylating agent comprising a leaving group capable of nucleophilic displacement by -NH2, such as a haloacetic acid, and (2) introduction of the side-chain by nucleophilic displacement of the leaving group, such as halogen (as a resin-bound alpha -haloacetamide) with a sufficient amount of a second sub-monomer comprising an -NH2 group, such as a primary amine, alkoxyamine, semicarbazide, acyl hydrazide, carbazate or the like. Repetition of the two step cycle of acylation and displacement gives the desired oligomers. The efficient synthesis of a wide variety of oligomeric NSGs using automated synthesis technology of the present method makes these oligomers attractive candidates for the generation and rapid screening of diverse peptidomimetic libraries. The oligomers of the invention, such as N-substituted glycines (i.e. poly NSGs) disclosed here provide a new class of peptide-like compounds not found in nature, but which are synthetically accessible and have been shown to possess significant biological activity and proteolytic stability.

专利号:EP-0671928-B1
优先权日:1992-09-24
标题 :Synthesis of n-substituted oligomers
发明人:ZUCKERMANN RONALD N; KERR JANICE M; KENT STEPHEN BRIAN HENRY; MOOS WALTER H; SIMON REYNA J; GOFF DANE A
权利人:CHIRON CORP
摘要:Poly N-substituted Glycines (poly NSGs), wherein the substituents bear purine or pyrimidine bases (R<9>) every second glycine: In addition, a solid phase method for the synthesis of N-substituted oligomers of more general structures is disclosed.The poly NSGs obtainable by this method can have a wide variety of side-chain substituents. Each N-substituted glycine monomer is assembled from two 'sub-monomers' directly on the solid support. Each cycle of monomer addition consists of two steps: (1) acylation of a secondary amine bound to the support with an acylating agent comprising a leaving group capable of nucleophilic displacement by -NH2, such as a haloacetic acid, and (2) introduction of the side-chain by nucleophilic displacement of the leaving group, such as halogen (as a resin-bound alpha -haloacetamide) with a sufficient amount of a second sub-monomer comprising an -NH2 group, such as a primary amine, alkoxyamine, semicarbazide, acyl hydrazide, carbazate or the like. Repetition of the two step cycle of acylation and displacement gives the desired oligomers. The efficient synthesis of a wide variety of oligomeric NSGs using the automated synthesis technology of the present method makes these oligomers attractive candidates for the generation and rapid screening of diverse peptidomimetic libraries. The oligomers of the invention, such as N-substituted glycines (i.e. poly NSGs) disclosed here provide a new class of peptide-like compounds not found in nature, but which are synthetically accessible and have been shown to possess significant biological activity and proteolytic stability.

专利号:US-5877278-A
优先权日:1992-09-24
标题:Synthesis of N-substituted oligomers
发明人:ZUCKERMANN RONALD N; GOFF DANE A; NG SIMON; SPEAR KERRY; SCOTT BARBARA O; SIGMUND AARON C; GOLDSMITH RICHARD A; MARLOWE CHARLES K; PEI YAZHONG; RICHTER LUTZ; SIMON REYNA
权利人:CHIRON CORP
摘要:A solid-phase method for the synthesis of N-substituted oligomers, such as poly (N-substituted glycines) (referred to herein as poly NSGs) is used to obtain oligomers, such as poly NSGs of potential therapeutic interest which poly NSGs can have a wide variety of side-chain substituents. Each N-substituted glycine monomer is assembled from two 'sub-monomers' directly on the solid support. Each cycle of monomer addition consists of two steps: (1) acylation of a secondary amine bound to the support with an acylating agent comprising a leaving group capable of nucleophilic displacement by -NH2, such as a haloacetic acid, and (2) introduction of the side-chain by nucleophilic displacement of the leaving group, such as halogen (as a solid support-bound alpha -haloacetamide) with a sufficient amount of a second sub-monomer comprising an -NH2 group, such as a primary amine, alkoxyamine, semicarbazide, acyl hydrazide, carbazate or the like. Repetition of the two step cycle of acylation and displacement gives the desired oligomers. The efficient synthesis of a wide variety of oligomeric NSGs using automated synthesis technology of the present method makes these oligomers attractive candidates for the generation and rapid screening of diverse peptidomimetic libraries. The oligomers of the invention, such as N-substituted glycines (i.e. poly NSGs) disclosed here provide a new class of peptide-like compounds not found in nature, but which are synthetically accessible and have been shown to possess significant biological activity and proteolytic stability. Combinatorial libraries of cyclic compounds are disclosed wherein the cyclic compounds are comprised of at least one ring structure derived from cyclization of a peptoid backbone. The diversity of product compounds is generated by the sequential addition of substituted submonomers. The combinatorial library includes 10 or more, preferably 100 or more, and more preferably 1,000 or more distinct and different compounds. The library includes each of the product compounds in retrievable and analyzable amounts and preferably includes at least one biologically active compound. Methods of synthesizing the combinatorial libraries and assay devices produced using the libraries are disclosed as is methodology for screening for and obtaining biologically active cyclic organic compounds.

专利号:WO-0140193-A1
优先权日:1999-12-03
标题:Method for the synthesis of pyrazolines
发明人:BOLDI ARMEN M
权利人:CHEMRX ADVANCED TECHNOLOGIES I; BOLDI ARMEN M
摘要:The present invention provides a method for the synthesis of compounds of Formula (I). Also claimed are novel intermediates and their methods of synthesis.

专利号:US-2002103381-A1
优先权日:2000-11-30
标 题 :Method for the synthesis of pyrazolines
发明人:BOLDI ARMEN M
摘要:The present invention provides a method for the synthesis of compounds of Formula I: n n n Also claimed are novel intermediates and their methods of synthesis.

专利号:WO-2014202765-A1
优先权日:2013-06-21
标题 :Preparation of chiral 1-methyl-2,3,4,5-1h-benzodiazepines via asymmetric reduction of alpha-substituted styrenes
发明人:STAVBER GAJ; GAZIC SMILOVIC IVANA; CLUZEAU JEROME; RICHTER FRANK
权利人:LEK PHARMACEUTICALS
摘要:The present invention provides an asymmetric and economic synthesis of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1 H-benzo[d]azepine via novel intermediates applying an asymmetric enzymatic, biomimetic or catalytic reduction. The present invention also provides a novel green asymmetric catalytic reduction adapted for an aqueous medium to be applied in the synthesis of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1 H-benzo[d]azepine or novel intermediates.
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主要参考文献

[参考文献]: D Becquet, Et Al. The Role Of Serotonin Release And Autoreceptors In The Dorsalis Raphe Nucleus In The Control Of Serotonin Release In The Cat Caudate Nucleus. Neuroscience. 1990;39(3):639-47.
[参考文献]: E C Hwang, Et Al. Comparative Effects Of Various Serotonin Releasing Agents In Mice. Biochem Pharmacol. 1980 Dec 1;29(23):3163-7.
[参考文献]: Francisco Martínez-Cruz, Et Al. Mitochondrial Damage Induced By Fetal Hyperphenylalaninemia In The Rat Brain And Liver: Its Prevention By Melatonin, Vitamin E, And Vitamin C. Neurosci Lett. 2006 Jan 9;392(1-2):1-4.
[参考文献]: G B Baker, Et Al. Para-Chlorophenylethylamine In Brains Of Rats Treated With A Monoamine Oxidase Inhibitor And P-Chlorophenylalanine. Prog Neuropsychopharmacol Biol Psychiatry. 1982;6(4-6):343-6.
[参考文献]: J P Klinman, Et Al. Dopamine Beta-Hydroxylase: Activity And Inhibition In The Presence Of Beta-Substituted Phenethylamines. Biochemistry. 1982 Jan 5;21(1):67-75.

合成参考文献


摘要:Chciuk, T. V.; Flowers, R. A.; Flowers, R. A., Science of Synthesis Knowledge Updates, (2016) 2, 230.
摘要:Silva, V. L. M.; Pinto, D. C. G. A.; Santos, C. M. M.; Rocha, D. H. A., Science of Synthesis Knowledge Updates, (2022) 3, 264.
摘要:Ehrnsberger, P.; Reiser, O., Science of Synthesis: Photocatalysis in Organic Synthesis, (2018) 1, 287.
摘要:de Figueiredo, R. M., Science of Synthesis: Knowledge Updates, (2024) 2, 293.
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