Methyl 3-amino-4-phenylthiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 3-amino-4-phenylthiophene-2-carboxylate
• CAS No.: 82437-64-7
• Molecular Formula: C12H11NO2S
• Molecular Weight: 233.291
• Hs Code.: 29349990
• European Community (EC) Number: 672-794-2
• DSSTox Substance ID: DTXSID10374906
• Wikidata: Q72487312
• Mol file: 82437-64-7.mol

Synonyms:methyl 3-amino-4-phenylthiophene-2-carboxylate;82437-64-7;3-Amino-4-phenyl-2-thiophenecarboxylic acid methyl ester;SCHEMBL1883906;DTXSID10374906;UKWKMKNACSKDCN-UHFFFAOYSA-N;MFCD00206450;STL125469;AKOS005726350;FS-1447;SB66984;3-amino-2-methoxycarbonyl-4-phenylthiophene;FT-0742363;EN300-211151;A864412;METHYL3-AMINO-4-PHENYLTHIOPHENE-2-CARBOXYLATE;F6548-0422;Z1741962460;Methyl 3-amino-4-phenylthiophene-2-carboxylate, AldrichCPR

Chemical Property of Methyl 3-amino-4-phenylthiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 5.02E-06mmHg at 25°C
• Melting Point: 69 °C
• Refractive Index: 1.625
• Boiling Point: 381.6 °C at 760 mmHg
• Flash Point: 184.6 °C
• PSA: 80.56000
• Density: 1.265 g/cm³
• LogP: 3.36510
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 233.05104977
• Heavy Atom Count: 16
• Complexity: 253

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 3-amino-4-phenylthiophene-2-carboxylate Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=CS1)C2=CC=CC=C2)N

Technology Process of Methyl 3-amino-4-phenylthiophene-2-carboxylate

There total 11 articles about Methyl 3-amino-4-phenylthiophene-2-carboxylate 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: 80.0%

3-hydroxy-2-phenylacrylonitrile (22252-92-2) + Methyl thioglycolate (2365-48-2) → methyl 3-amino-4-phenyl-2-thiophenecarboxylate (82437-64-7)

Guidance literature:

With hydrogenchloride; 18-crown-6 ether; potassium hydroxide; In water; acetonitrile; for 0.333333h;

DOI:10.1155/2011/650501

Reference yield: 52.0%

3-methoxy-2-phenylacrylonitrile (73591-08-9) + Methyl thioglycolate (2365-48-2) → methyl 3-amino-4-phenyl-2-thiophenecarboxylate (82437-64-7)

Guidance literature:

With sodium methylate; In methanol; at 65 ℃; Inert atmosphere;

DOI:10.1002/bkcs.10283

Reference yield:

(E)-β-chloro-α-phenylacrylonitrile (22332-58-7) + Methyl thioglycolate (2365-48-2) → methyl 3-amino-4-phenyl-2-thiophenecarboxylate (82437-64-7)

Guidance literature:

With sodium methylate; In methanol;

upstream raw materials:

3-hydroxy-2-phenylacrylonitrile

Methyl thioglycolate

2-phenyl-3-(p-toluenesulfonato)acrylonitrile

phenylacetonitrile

Downstream raw materials:

4-Phenyl-3-ureido-thiophene-2-carboxylic acid ethyl ester

3-amino-N-(4-methoxyphenyl)-4-phenylthiophene-2-carboxamide

3,7-diphenylthieno[3,2-d]pyrimidin-4(3H)-one

3-(2-chlorophenyl)-7-phenylthieno[3,2-d]pyrimidin-4(3H)-one

Refernces

• 1、 -. "THIENOPYRIMIDINONE DERIVATIVES AS mGluR1 ANTAGONISTS". . . Retrieved 2014/08/19.
• 2、 Shah. "Phase transfer catalysis assisted thorpe reaction for the synthesis of 3-aminothiophene-2-carboxylates". experimental part. p. 368 - 372. Retrieved 2012/02/04.