4-Formylthiophene-2-carbonitrile

Base Information

• Chemical Name: 4-Formylthiophene-2-carbonitrile
• CAS No.: 59786-36-6
• Molecular Formula: C₆H₃NOS
• Molecular Weight: 137.162
• European Community (EC) Number: 870-010-5

Synonyms:4-formylthiophene-2-carbonitrile;59786-36-6;2-cyano-4-formylthiophene;SCHEMBL4119876;SCBOWDZUPXXCOQ-UHFFFAOYSA-N;AT17083;EN300-399549;Z1511774289

Chemical Property of 4-Formylthiophene-2-carbonitrile

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 136.99353489
• Heavy Atom Count: 9
• Complexity: 160

Purity/Quality:

98%+ ^*data from raw suppliers

4-Formylthiophene-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(SC=C1C=O)C#N

Technology Process of 4-Formylthiophene-2-carbonitrile

There total 3 articles about 4-Formylthiophene-2-carbonitrile 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: 48.75%

copper(l) cyanide + 5-bromo-3-thiophenecarbaldehyde (18791-79-2) → 4-formylthiophene-2-carbonitrile (59786-36-6)

Guidance literature:

In N,N-dimethyl-formamide; at 160 ℃; for 1h; Inert atmosphere;

Reference yield:

3-thiophene carboxaldehyde (498-62-4) → 4-formylthiophene-2-carbonitrile (59786-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride; bromine / 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran / 4 h / 0 - 40 °C

2: N,N-dimethyl-formamide / 1 h / 160 °C / Inert atmosphere

With aluminum (III) chloride; bromine; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; N,N-dimethyl-formamide;

Reference yield:

→ 4-formylthiophene-2-carbonitrile (59786-36-6)

Guidance literature:

Thiophenoxim-Derivat 10, PCl5/H2O;

upstream raw materials:

5-bromo-3-thiophenecarbaldehyde

3-thiophene carboxaldehyde

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