methyl 6H-thieno[2,3-b]pyrrole-5-carboxylate

Base Information

• Chemical Name: methyl 6H-thieno[2,3-b]pyrrole-5-carboxylate
• CAS No.: 118465-49-9
• Molecular Formula: C8 H7 N O2 S
• Molecular Weight: 181.215
• Hs Code.: 2934999090
• European Community (EC) Number: 664-154-6
• DSSTox Substance ID: DTXSID90428193
• Wikidata: Q82240988
• Mol file: 118465-49-9.mol

Synonyms:methyl 6H-thieno[2,3-b]pyrrole-5-carboxylate;118465-49-9;SCHEMBL992605;DTXSID90428193;YBIAQTPXONLBJG-UHFFFAOYSA-N;AMY10675;MFCD07772830;AKOS004912462;CCG-139070;PS-5087;CS-0100849;FT-0745281;methyl6H-thieno[2,3-b]pyrrole-5-carboxylate;EN300-214567;W-204977;6h-thieno[2,3-b]pyrrole-5-carboxylic acid methyl ester;Z379605922

Chemical Property of methyl 6H-thieno[2,3-b]pyrrole-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.000109mmHg at 25°C
• Melting Point: 127 °C
• Boiling Point: 336.8°C at 760 mmHg
• PKA: 14.46±0.30(Predicted)
• Flash Point: 157.5°C
• PSA: 70.33000
• Density: 1.402g/cm³
• LogP: 2.01600
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 181.01974964
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

Methyl6H-Thieno[2,3-b]pyrrole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of methyl 6H-thieno[2,3-b]pyrrole-5-carboxylate

There total 4 articles about methyl 6H-thieno[2,3-b]pyrrole-5-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:

(Z)-methyl 2-azido-3-(thiophen-3-yl)acrylate (1311376-93-8) → methyl 6H-thieno[2,3-b]pyrrole-5-carboxylate (118465-49-9)

Guidance literature:

In toluene; for 1.25h; Reflux;

Reference yield:

[acetyl-(3-formyl-thiophen-2-yl)-amino]-acetic acid methyl ester → methyl 6H-thieno[2,3-b]pyrrole-5-carboxylate (118465-49-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1016/j.bmcl.2006.08.047

Reference yield:

N-(3-formyl-thiophen-2-yl)-acetamide (41405-96-3) → methyl 6H-thieno[2,3-b]pyrrole-5-carboxylate (118465-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / 1-methyl-pyrrolidin-2-one; various solvent(s) / 40 °C

2: K₂CO₃ / dimethylformamide / 60 °C

With potassium carbonate; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.08.047

upstream raw materials:

N-(3-formyl-thiophen-2-yl)-acetamide

3-thiophene carboxaldehyde

(Z)-methyl 2-azido-3-(thiophen-3-yl)acrylate

Downstream raw materials:

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

2-(6-(4-chlorobenzyl)-5-methyl-6H-thieno[2,3-b]pyrrol-4-yl)-N-(3-chlorophenyl)-2-oxoacetamide

(2,3-dichlorophenyl)(5-methyl-6-(2-morpholinoethyl)-6H-thieno[2,3-b]pyrrol-4-yl)methanone

(2-chloro-5-methyl-6-(2-morpholinoethyl)-6H-thieno[2,3-b]pyrrol-4-yl)(2,3-dichlorophenyl)methanone