3-Amino-5-phenylthiophene-2-carbonitrile

Base Information

• Chemical Name: 3-Amino-5-phenylthiophene-2-carbonitrile
• CAS No.: 83060-72-4
• Molecular Formula: C11H8N2S
• Molecular Weight: 200.264
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20574536
• Wikidata: Q82463620
• Mol file: 83060-72-4.mol

Synonyms:83060-72-4;3-amino-5-phenylthiophene-2-carbonitrile;3-Amino-2-cyano-5-phenylthiophene;SCHEMBL1843875;DTXSID20574536;AYJOWWJCBULTIM-UHFFFAOYSA-N;3-amino-2-cyano-5-phenyl thiophene;MFCD09991575;AKOS011048674;3-Amino-5-phenyl-thiophene-2-carbonitrile;CS-0199867;A922880

Chemical Property of 3-Amino-5-phenylthiophene-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 437.898°C at 760 mmHg
• Flash Point: 218.633°C
• PSA: 78.05000
• Density: 1.303g/cm³
• LogP: 3.45018
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 200.04081944
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

97% ^*data from raw suppliers

3-Amino-5-phenylthiophene-2-carbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Amino-5-phenylthiophene-2-carbonitrile

There total 5 articles about 3-Amino-5-phenylthiophene-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: 100.0%

3-amino-5-phenylthiophene-2-thiocarboxamide (83060-70-2) → 3-amino-5-phenylthiophene-2-carbonitrile (83060-72-4)

Guidance literature:

With di(n-butyl)tin oxide; In methanol; for 0.5h; Heating;

DOI:10.1021/jo00144a043

Reference yield: 78.0%

3-Phenyl-2-propynonitrile (935-02-4) + mercaptoacetonitrile sodium salt (54524-32-2) → 3-amino-5-phenylthiophene-2-carbonitrile (83060-72-4)

Guidance literature:

In ethanol; at -78 ℃; for 0.333333h;

DOI:10.1002/jhet.5570230631

Reference yield: 63.0%

2-bromo-2-chloro-3-phenylpropanenitrile + chloroacetonitrile (107-14-2) → 3-amino-5-phenylthiophene-2-carbonitrile (83060-72-4)

Guidance literature:

chloroacetonitrile; With sodium hydrogen sulfide; In methanol; at -5 ℃; for 1h; Inert atmosphere;

2-bromo-2-chloro-3-phenylpropanenitrile; With sodium methylate; In methanol; at -5 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/ejoc.201901512

upstream raw materials:

3-Phenyl-2-propynonitrile

mercaptoacetonitrile sodium salt

3-amino-5-phenylthiophene-2-thiocarboxamide

3-chloro-3-phenylprop-2-enenitrile

Downstream raw materials:

2,6-diphenyl-4-(methylthio)thieno<3,2-d>pyrimidine

2,6-diphenyl-4-thio-3H-thieno<3,2-d>pyrimidine

4-amino-2,6-diphenylthieno<3,2-d>pyrimidine

2,6-diphenyl-4-chlorothieno<3,2-d>pyrimidine

Refernces

• 1、 -. "ANTI-CANCER DRUGS AND USES RELATING THERETO FOR METASTATIC MALIGNANT MELANOMA AND OTHER CANCERS". Page/Page column 45-46. . Retrieved 2010/04/06.
• 2、 Wu-Yun Ren,Rao,Klein. "Convenient synthesis of substituted 3-aminothiophene-2-carbonitriles from α-acetylenic nitriles and their conversion to thieno[3,2-d]pyrimidines". . p. 1757 - 1763. Retrieved 2007/10/02.