2-AMINO-4-(4-CHLORO-PHENYL)-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: 2-AMINO-4-(4-CHLORO-PHENYL)-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER
• CAS No.: 65234-09-5
• Molecular Formula: C13H12ClNO2S
• Molecular Weight: 281.763
• Hs Code.: 29349990
• Mol file: 65234-09-5.mol

Synonyms:2-Amino-4-(4-chlorophenyl)thiophene-3-carboxylicacid ethyl ester;Ethyl 2-amino-4-(4-chlorophenyl)-3-thiophenecarboxylate;

Chemical Property of 2-AMINO-4-(4-CHLORO-PHENYL)-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 4E-07mmHg at 25°C
• Melting Point: 111 °C
• Refractive Index: 1.62
• Boiling Point: 415.9 °C at 760 mmHg
• PKA: -0.29±0.14(Predicted)
• Flash Point: 205.3 °C
• PSA: 80.56000
• Density: 1.323 g/cm³
• LogP: 4.40860
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 2-amino-4-(4-chlorophenyl)thiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: It is used in the design, synthesis and biological evaluation of novel condensed fuoropyrimidines as anti-hyperlipidemic agents. Synthesis of 2-chloromethyl-5-(4- chlorophenyl) thieno [2,3-d]pyrimidin- 4(3H)-one. A stream of dry hydrogen chloride gas was bubbled through an ice-cold mixture of ethyl 2-amino-4-(4-chlorophenyl)thiophene 3- carboxylate.

Technology Process of 2-AMINO-4-(4-CHLORO-PHENYL)-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER

There total 7 articles about 2-AMINO-4-(4-CHLORO-PHENYL)-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.2%

para-chloroacetophenone (99-91-2) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-amino-4-chlorophenyl-thiophene-3-carboxylate (65234-09-5)

Guidance literature:

With piperidine; sulfur; In methanol; at 30 ℃; for 1h;

Reference yield:

morpholine (110-91-8,99108-56-2) + 3-(4-Chlorophenyl)-2-cyano-but-2-enoic acid ethyl ester (17277-51-9) → ethyl 2-amino-4-chlorophenyl-thiophene-3-carboxylate (65234-09-5)

Guidance literature:

With hydrogen sulfide; In ethanol; ethyl acetate;

Reference yield:

Ethyl 3-(4-chlorophenyl)-2-cyano-2-butenoate (13455-81-7) → ethyl 2-amino-4-chlorophenyl-thiophene-3-carboxylate (65234-09-5)

Guidance literature:

With sulfur; diethylamine; In ethanol;

DOI:10.3906/kim-1012-888

upstream raw materials:

para-chloroacetophenone

ethyl 2-cyanoacetate

3-(4-Chlorophenyl)-2-cyano-but-2-enoic acid ethyl ester

morpholine

Downstream raw materials:

4-(4-Chloro-phenyl)-2-isothiocyanato-thiophene-3-carboxylic acid ethyl ester

C₁₆H₁₃ClN₂O₃S

4-(4-chlorophenyl)-2-(2-ethoxycarbonyl acetylamino)-thiophene-3-carboxylic acid ethyl ester

4-(4-chlorophenyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-thiophene-3-carboxylic acid ethyl ester

Refernces

• 1、 Romagnoli, Romeo,Prencipe, Filippo,Oliva, Paola,Baraldi, Stefania,Baraldi, Pier Giovanni,Schiaffino Ortega, Santiago,Chayah, Mariem,Kimatrai Salvador, Maria,Lopez-Cara, Luisa Carlota,Brancale, Andrea,Ferla, Salvatore,Hamel, Ernest,Ronca, Roberto,Bortolozzi, Roberta,Mariotto, Elena,Mattiuzzo, Elena,Viola, Giampietro. "Design, Synthesis, and Biological Evaluation of 6-Substituted Thieno[3,2- d]pyrimidine Analogues as Dual Epidermal Growth Factor Receptor Kinase and Microtubule Inhibitors". supporting information. p. 1274 - 1290. Retrieved 2019/01/30.
• 2、 Kankanala, Jayakanth,Kirby, Karen A.,Huber, Andrew D.,Casey, Mary C.,Wilson, Daniel J.,Sarafianos, Stefan G.,Wang, Zhengqiang. "Design, synthesis and biological evaluations of N-Hydroxy thienopyrimidine-2,4-diones as inhibitors of HIV reverse transcriptase-associated RNase H". supporting information. p. 149 - 161. Retrieved 2017/10/16.