5-(4-Methoxyphenyl)thiophene-2-carbonitrile

Base Information

• Chemical Name: 5-(4-Methoxyphenyl)thiophene-2-carbonitrile
• CAS No.: 200358-05-0
• Molecular Formula: C12H9NOS
• Molecular Weight: 215.276
• DSSTox Substance ID: DTXSID40572857
• Nikkaji Number: J926.068D
• Wikidata: Q82461354
• Mol file: 200358-05-0.mol

Synonyms:5-(4-Methoxyphenyl)thiophene-2-carbonitrile;200358-05-0;2-Thiophenecarbonitrile, 5-(4-methoxyphenyl)-;SCHEMBL6660584;DTXSID40572857;KLOBIDFRJPQTOF-UHFFFAOYSA-N;GEO-03594;2-cyano-5-(4-methoxyphenyl)thiophene

Chemical Property of 5-(4-Methoxyphenyl)thiophene-2-carbonitrile

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 215.04048508
• Heavy Atom Count: 15
• Complexity: 252

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC=C(S2)C#N

Technology Process of 5-(4-Methoxyphenyl)thiophene-2-carbonitrile

There total 7 articles about 5-(4-Methoxyphenyl)thiophene-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: 97.0%

thiophene-2-carbonitrile (1003-31-2) + 1-bromo-4-methoxy-benzene (104-92-7) → 5-(4-methoxyphenyl)thiophene-2-carbonitrile (200358-05-0)

Guidance literature:

With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid; In toluene; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1021/cm103483q

Reference yield: 86.0%

5-(4-methoxylphenyl)-2-bromothiophene (54095-24-8) + copper(I) cyanide (544-92-3) → 5-(4-methoxyphenyl)thiophene-2-carbonitrile (200358-05-0)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; for 16h; Reflux;

DOI:10.1039/c3cc45467c

Reference yield: 77.0%

thiophene-2-carbonitrile (1003-31-2) + para-iodoanisole (696-62-8) → 5-(4-methoxyphenyl)thiophene-2-carbonitrile (200358-05-0)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; palladium diacetate; In water; acetonitrile; at 80 ℃; for 4h;

DOI:10.1016/S0040-4039(97)10395-1

upstream raw materials:

thiophene-2-carbonitrile

para-iodoanisole

5-bromo-2-thiophenecarbonitrile

4-methoxyphenylboronic acid

Downstream raw materials:

2-(4-hydroxyphenyl)thiophene-5-carbonitrile