Ethyl 2-(2-chloroacetamido)-4-phenylthiophene-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-(2-chloroacetamido)-4-phenylthiophene-3-carboxylate
• CAS No.: 77261-21-3
• Molecular Formula: C15H14ClNO3S
• Molecular Weight: 323.79
• Hs Code.: 2934999090
• European Community (EC) Number: 684-661-6
• DSSTox Substance ID: DTXSID40350399
• Wikidata: Q82126323
• Mol file: 77261-21-3.mol

Synonyms:77261-21-3;ethyl 2-(2-chloroacetamido)-4-phenylthiophene-3-carboxylate;ethyl 2-[(chloroacetyl)amino]-4-phenylthiophene-3-carboxylate;2-(2-Chloro-acetylamino)-4-phenyl-thiophene-3-carboxylic acid ethyl ester;ethyl 2-[(2-chloroacetyl)amino]-4-phenylthiophene-3-carboxylate;DTXSID40350399;BBL013541;MFCD00228326;STK297855;AKOS000115064;VS-03858;EN300-01494;J-505577;Z56823282;F0239-0506;ethyl2-(2-chloroacetamido)-4-phenylthiophene-3-carboxylate;ethyl 2-[(chloroacetyl)amino]-4-phenyl-3-thiophenecarboxylate;ethyl 2-[(2-chloroacetyl)amino]-4-phenyl-3-thiophenecarboxylate

Chemical Property of Ethyl 2-(2-chloroacetamido)-4-phenylthiophene-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.56E-10mmHg at 25°C
• Boiling Point: 510.4°C at 760 mmHg
• Flash Point: 262.5°C
• PSA: 83.64000
• Density: 1.332g/cm³
• LogP: 3.84210
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 323.0382922
• Heavy Atom Count: 21
• Complexity: 374

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 2-[(chloroacetyl)amino]-4-phenylthiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(SC=C1C2=CC=CC=C2)NC(=O)CCl

Technology Process of Ethyl 2-(2-chloroacetamido)-4-phenylthiophene-3-carboxylate

There total 4 articles about Ethyl 2-(2-chloroacetamido)-4-phenylthiophene-3-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: 96.0%

ethyl 2-amino-4-phenyl-thiophene-3-carboxylate (4815-36-5) + chloroacetyl chloride (79-04-9) → ethyl 2-(2-chloroacetamido)-4-phenylthiophene-3-carboxylate (77261-21-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1002/anie.201411206

Reference yield:

ethyl 2-cyano-3-phenylbut-2-enoate (14533-92-7,17277-47-3,18300-89-5) → ethyl 2-(2-chloroacetamido)-4-phenylthiophene-3-carboxylate (77261-21-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / sulphur, diethylamine / ethanol / 1.5 h

2: 82.5 percent

With sulfur; diethylamine; In ethanol;

Reference yield:

acetophenone (98-86-2) → ethyl 2-(2-chloroacetamido)-4-phenylthiophene-3-carboxylate (77261-21-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 59 percent / acetic acid, ammonium acetate / benzene / Heating

2: 76 percent / sulphur, diethylamine / ethanol / 1.5 h

3: 82.5 percent

With ammonium acetate; sulfur; acetic acid; diethylamine; In ethanol; benzene;

upstream raw materials:

ethyl 2-amino-4-phenyl-thiophene-3-carboxylate

chloroacetyl chloride

ethyl 2-cyano-3-phenylbut-2-enoate

acetophenone

Downstream raw materials:

2-(2-Morpholin-4-yl-acetylamino)-4-phenyl-thiophene-3-carboxylic acid ethyl ester

4-Phenyl-2-(2-piperidin-1-yl-acetylamino)-thiophene-3-carboxylic acid ethyl ester