Methyl thieno[3,2-b]thiophene-2-carboxylate

Base Information

• Chemical Name: Methyl thieno[3,2-b]thiophene-2-carboxylate
• CAS No.: 98800-10-3
• Molecular Formula: C8H6 O2 S2
• Molecular Weight: 198.266
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50372340
• Wikidata: Q82160001
• Mol file: 98800-10-3.mol

Synonyms:Methyl thieno[3,2-b]thiophene-2-carboxylate;98800-10-3;Thieno[3,2-b]thiophene-2-carboxylic Acid Methyl Ester;methyl thieno[3,2-b]thiophene-5-carboxylate;THIENO[3,2-B]THIOPHENE-2-CARBOXYLICACID, METHYL ESTER;Maybridge1_007346;SCHEMBL9432718;HMS562F20;DTXSID50372340;VCLNJFSCOKHCEJ-UHFFFAOYSA-N;AMY10755;YDA80010;MFCD01934498;AKOS005072024;CB-0831;AC-27449;CS-0378237;FT-0628811;M3001;F20567;A855127;J-522639;METHYL THIENO[3,2-B!THIOPHENE-2-CARBOXYLATE, 97

Chemical Property of Methyl thieno[3,2-b]thiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.000788mmHg at 25°C
• Melting Point: 93-95
• Boiling Point: 306.1°Cat760mmHg
• Flash Point: 138.9°C
• PSA: 82.78000
• Density: 1.412g/cm³
• LogP: 2.74940
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 197.98092178
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl Thieno[3,2-b]thiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(S1)C=CS2

Technology Process of Methyl thieno[3,2-b]thiophene-2-carboxylate

There total 2 articles about Methyl thieno[3,2-b]thiophene-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: 82.6%

3-bromo-2-thiophenecarboxaldehyde (930-96-1) + Methyl thioglycolate (2365-48-2) → methyl thieno<3,2-b>thiophene-2-carboxylate (98800-10-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 5h;

Reference yield:

3-bromo-2-thiophenecarboxaldehyde (930-96-1) → methyl thieno<3,2-b>thiophene-2-carboxylate (98800-10-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 17.6 g / pyridinium tosylate / toluene / 1 h / Heating

3: p-toluenesulfonic acid hydrate / acetone / 1 h

4: 36.93 g / piperidine, acetic acid / benzene / 5 h / Heating

With piperidine; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; acetic acid; In acetone; toluene; benzene;

DOI:10.1021/jm00110a008

Reference yield: 99.0%

methyl thieno<3,2-b>thiophene-2-carboxylate (98800-10-3) → thieno[3,2-b]thiophene-2-carboxylic acid (1723-27-9)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 100 ℃; for 4h;

DOI:10.1039/c9ob00487d

upstream raw materials:

3-bromo-2-thiophenecarboxaldehyde

Methyl thioglycolate

Downstream raw materials:

thieno[3,2-b]thiophene-2-carbaldehyde

C₂₆H₂₃N₃O₄S₂

C₃₁H₃₂N₄O₅S₂

Refernces

• 1、 Manuela,Raposo,Herbivo, Cyril,Hugues, Vincent,Clermont, Guillaume,Castro, M. Cidália R.,Comel, Alain,Blanchard-Desce, Mireille. "Synthesis, Fluorescence, and Two-Photon Absorption Properties of Push–Pull 5-Arylthieno[3,2-b]thiophene Derivatives". . p. 5263 - 5273. Retrieved 2016/11/13.
• 2、 Prugh,Hartman,Mallorga,McKeever,Michelson,Murcko,Schwam,Smith,Sondey,Springer,Sugrue. "New isomeric classes of topically active ocular hypotensive carbonic anhydrase inhibitors: 5-Substituted thieno[2,3-b]thiophene-2-sulfonamides and 5-substituted theio[3,2-b]thiophene-2-sulfonamides". . p. 1805 - 1818. Retrieved 2007/10/02.