CAS: 88105-17-3; Methyl 3-Chlorothiophene-2-Carboxylate

该化合物是一种多用途的七环环化合物,广泛用作有机合成和制药应用中的关键中间体,其二氯苯核心,加上反应式氯甲基酯酸,对于构建复杂的分子,特别是农业化学和药用化学的分子很有价值.该化合物在交叉反应,核生殖替代和循环过程中表现出了极好的回动性.在标准储存条件下和特征完善的特性下,其稳定性确保了合成工作流程的一致性能.氯和酯功能组的存在都允许进一步衍生,使得研究或工业用途的定制衍生物能够合成.高纯度的等级可以满足严格的应用要求.

英文名称Methyl 3-Chlorothiophene-2-Carboxylate
中文名称3-氯噻吩-2-羧酸甲酯
IUPAC名称methyl 3-chlorothiophene-2-carboxylate
其它别名3-氯噻吩-2-甲酸甲酯; Methyl 3-Chlorothiophene-2-Carboxylate88105-17-3
CAS编号88105-17-3
MFCD编号:MFCD00068135
EINECS号:673-108-4
分子式:C6H5ClO2S
分子量:176.61
产品CID: 1890190
产品分类有机原料→分子砌块→芳杂环类化合物→噻吩类化合物

相似结构搜索
InChIKey: ZWKYYONTMGVPSP-UHFFFAOYSA-N
InChI=1S/C6H5ClO2S/c1-9-6(8)5-4(7)2-3-10-5/h2-3H,1H3…
计算化学: 氢键受体数3.0氢键供体数0.0可旋转键数1.0

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
严重眼刺激类别2A
警示词Warning(警告)
危险描述H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
危险品标志Xi
安全声明26-36/37/39-37/39
危险类别码36/37/38

欧盟法规

C&L通报

上下游产品

methanol 3-chlorothiophene-2-carboxylic acid Methyl 3-aminothiophene-2-carboxylate3-chlorothiophene-2-carboxylic acid methyl 3-chloro-5-(4-chlorophenyl)-thiophene-2-carboxylate methyl 3-chloro-5-(4-methoxyphenyl)-thiophene-2-carboxylate methyl 5-(3-formylphenyl)-3-chlorothiophene-2-carboxylate

合成工艺路线路线简述

合成目标产物 Methyl 3-Chlorothiophene-2-Carboxylate 主要起始原料 Methyl 3-Amino-2-Thiophenecarboxylate
22288-78-4 = 88105-17-3
反应条件:1.1 Reagents: Sodium Nitrite,Hydrochloric Acid,Cuprous Chloride Solvents: Water
标题:Thiophene As A Component In Physiologically Active Substances
作者:Koch,Andreas
参考文献:1989]

22288-78-4 = 88105-17-3
反应条件:1.1 Reagents: Sodium Nitrite,Hydrochloric Acid1.2 Reagents: Cuprous Chloride
标题:Tri- And Tetracyclic Heteroaromatic Systems: Synthesis Of Novel Benzo-,Benzothieno-,And Thieno-Fused Pyrano[2,3-C]Pyrazol-4(1H)-Ones
作者:Eller,Gernot A.; Haring,Andreas W.; Datterl,Barbara; Zwettler,Maryam; Holzer,Wolfgang
参考文献:Heterocycles 日期:2007 卷标:71(1) 页码:87-104]

22288-78-4 = 88105-17-3
反应条件:1.1 Reagents: Sodium Chloride,Copper Sulfate Pentahydrate,Sodium Thiosulfate Solvents: Water1.2 Reagents: Sodium Nitrite,Hydrochloric Acid
标题:Contributions To The Synthesis Of Highly Substituted Thiophene Derivatives
作者:Kueenburg,Bernhard
参考文献:1988]

22288-78-4 = 88105-17-3
反应条件:1.1 Reagents: Sodium Nitrite,Hydrochloric Acid Solvents: Water1.2 Reagents: Hydrochloric Acid,Cuprous Chloride
标题:The Behavior Of Vicinal Alkyl Aminothiophenecarboxylates In The Sandmeyer And Schiemann Reactions
作者:Corral,Carlos; Lasso,Ana; Lissavetzky,Jaime; Sanchez Alvarez-Insua,Alberto; Valdeolmillos,Ana M.
参考文献:Heterocycles 日期:1985 卷标:23(6) 页码:1431-5]

22288-78-4 = 88105-17-3
反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; 30 Min,Rt; Rt -> -20 °C1.2 Reagents: Sodium Nitrite Solvents: Water; 1 H,-20 °C1.3 Reagents: Hydrochloric Acid,Cuprous Chloride; -20 °C; 1.5 H,60 °C
标题:Fine Tuning Of Open-Circuit Voltage By Chlorination In Thieno[3,4-B]Thiophene-Benzodithiophene Terpolymers Toward Enhanced Solar Energy Conversion
作者:Qu,Shiwei; Wang,Huan; Mo,Daize; Chao,Pengjie; Yang,Zhen; Et Al
参考文献:Macromolecules (Washington 日期:2017 卷标:50(13) 页码:4962-4971]

22288-78-4 = 88105-17-3
反应条件:1.1 Reagents: Chlorosuccinimide,Sodium Nitrite Solvents: Dimethylformamide; 6 H,Rt
标题:Direct Transformation Of Arylamines To Aryl Halides Via Sodium Nitrite And N-Halosuccinimide
作者:Mukhopadhyay,Sushobhan; Batra,Sanjay
参考文献:Chemistry - A European Journal 日期:2018 卷标:24(55) 页码:14622-14626]

59337-92-7 = 88105-17-3
反应条件:1.1 Catalysts: Iron Chloride (Fecl3) Solvents: Acetonitrile; 24 H,Rt
标题:Photoinduced Fecl3-Catalyzed Chlorination Of Aromatic Sulfonyl Chloride Via Extrusion Of So2 At Room Temperature
作者:Deng,Mingjing; Liu,Ke; Yuan,Saiya; Luo,Guanzhong; Dian,Longyang
参考文献:Organic Letters 日期:2023 卷标:25(24) 页码:4576-4580]

22288-78-4 = 88105-17-3
反应条件:1.1 Reagents: Tert-Butyl Nitrite Solvents: Acetonitrile; 1 Min,Rt1.2 Reagents: Cupric Chloride Solvents: Acetonitrile,Ethylene Glycol; 4 Min,82 °C
标题:Efficient Transposition Of The Sandmeyer Reaction From Batch To Continuous Process
作者:D'Attoma,Joseph; Camara,Titi; Brun,Pierre Louis; Robin,Yves; Bostyn,Stephane; Et Al
参考文献:Organic Process Research & Development 日期:2017 卷标:21(1) 页码:44-51]

59337-89-2 = 88105-17-3 [标题:Reaction Conditions
标题:The Substituent Effects In Thiophene Compounds. I. Proton Nmr And Ir Studies In Methyl (Substituted 2-Thiophenecarboxylates)
作者:Satonaka,Hajime
参考文献:Bulletin Of The Chemical Society Of Japan 日期:1983 卷标:56(8) 页码:2463-8

3-氨基-2-噻吩甲酸甲酯置于亚硝酸特丁酯,Copper Dichloride体系中,用乙腈,乙二醇作为反应溶剂,以54%的收率获得产物3-氯噻吩-2-羧酸甲酯
参考文献:沙梅尔反应从间歇到连续过程的高效换位
标题:沙梅尔反应从间歇到连续过程的高效换位
摘要:研究了桑德迈尔氯化法从批次到安全连续流过程的转换.我们最初的方法是开发一种使用流化学的级联方法,该方法涉及重氮盐的反应生成并用氯化铜淬灭.为了实现这种安全的连续过程重氮化,使用了化学计量方法(simplex方法)并外推以建立完全连续流方法.还通过合成几种(杂)芳基氯来检查反应范围.还对过程进行了验证和放大.在提高安全性的同时获得了更高的生产率.
DOI:10.1021/acs.Oprd.6B00318