2-Chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acid ethyl ester

Base Information

• Chemical Name: 2-Chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acid ethyl ester
• CAS No.: 332099-01-1
• Molecular Formula: C9H8ClNO2S
• Molecular Weight: 229.68
• DSSTox Substance ID: DTXSID70469261
• Wikidata: Q72459872
• Mol file: 332099-01-1.mol

Synonyms:332099-01-1;ethyl 2-chloro-6H-thieno[2,3-b]pyrrole-5-carboxylate;2-Chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acid ethyl ester;SCHEMBL1244777;DTXSID70469261;IQXHZVYDWBMTFS-UHFFFAOYSA-N;MFCD12827968;AKOS015901365;AS-53555;CS-0451164;P16664;A821663;ethyl2-chloro-6H-thieno[2,3-b]pyrrole-5-carboxylate;ethyl 2-chloranyl-6H-thieno[2,3-b]pyrrole-5-carboxylate

Chemical Property of 2-Chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acid ethyl ester

Chemical Property:

• PSA: 70.33000
• Density: 1.456
• LogP: 3.05950
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.9964274
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(N1)SC(=C2)Cl

Technology Process of 2-Chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acid ethyl ester

There total 7 articles about 2-Chloro-6H-thieno[2,3-b]pyrrole-5-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: 88.0%

ethyl thieno<2,3-b>pyrrole-5-carboxylate (35357-56-3) → 2-Chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acid ethyl ester (332099-01-1)

Guidance literature:

With N-chloro-succinimide; acetic acid; In chloroform; at 20 ℃;

DOI:10.1021/jm0502081

Reference yield: 48.0%

di-isopropyl ether (108-20-3) + ethyl thieno<2,3-b>pyrrole-5-carboxylate (35357-56-3) → 2-Chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acid ethyl ester (332099-01-1)

Guidance literature:

With N-chloro-succinimide; In diethyl ether; chloroform; acetic acid; Petroleum ether;

Reference yield:

ethyl 2-azido-3-(5-chlorothien-3-yl)acrylate (480451-47-6) → 2-Chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acid ethyl ester (332099-01-1)

Guidance literature:

In xylene; for 0.5h; Heating / reflux;

upstream raw materials:

ethyl thieno<2,3-b>pyrrole-5-carboxylate

3-thiophene carboxaldehyde

ethyl (Z)-2-azido-3-(3-thienyl)prop-2-enoate

di-isopropyl ether

Downstream raw materials:

(1S,2R,3R)-1-(2-chloro-5,6,7,8-tetrahydrothieno[3',2':4,5]pyrrolo[1,2-a]pyrazine-7-sulfonylamino)-2-methyl-3-phenylcyclopropane-1-carboxylic acid

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