2-Amino-4-phenyl-3-thiophenecarbonitrile

Base Information

• Chemical Name: 2-Amino-4-phenyl-3-thiophenecarbonitrile
• CAS No.: 4651-73-4
• Molecular Formula: C11H8N2S
• Molecular Weight: 200.264
• Hs Code.: 2934999090
• ChEMBL ID: CHEMBL2022627
• DSSTox Substance ID: DTXSID301274803
• Nikkaji Number: J877.442K
• Mol file: 4651-73-4.mol

Synonyms:4651-73-4;2-Amino-4-phenyl-3-thiophenecarbonitrile;2-amino-4-phenylthiophene-3-carbonitrile;2-amino-4-phenyl-thiophene-3-carbonitrile;MFCD02854964;SCHEMBL9422075;CHEMBL2022627;DTXSID301274803;AKOS000365317;LS-13926;SY277494;BB 0249821;CS-0117113;D83079

Chemical Property of 2-Amino-4-phenyl-3-thiophenecarbonitrile

Chemical Property:

• PSA: 78.05000
• LogP: 3.45018
• Storage Temp.: 2-8°C(protect from light)
• 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:

98%,99%, ^*data from raw suppliers

2-Amino-4-phenyl-3-thiophenecarbonitrile ^*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=CSC(=C2C#N)N

Technology Process of 2-Amino-4-phenyl-3-thiophenecarbonitrile

There total 6 articles about 2-Amino-4-phenyl-3-thiophenecarbonitrile 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: 88.0%

acetophenone (98-86-2) + malononitrile (109-77-3) → 2-amino-4-phenylthiophene-3-carbonitrile (4651-73-4)

Guidance literature:

With sulfur; In ethanol; at 78 ℃; for 0.1h; under 7757.43 Torr; Microwave irradiation; Pressure tube;

DOI:10.1080/00397911.2011.557175

Reference yield: 80.0%

2-(1-phenylethylidene)propanedinitrile (5447-87-0) → 2-amino-4-phenylthiophene-3-carbonitrile (4651-73-4)

Guidance literature:

With sulfur; triethylamine; In ethanol; for 3h; Heating;

DOI:10.1080/104265090889422

Reference yield: 76.0%

benzaldehyde (100-52-7) + malononitrile (109-77-3) → 2-amino-4-phenylthiophene-3-carbonitrile (4651-73-4)

Guidance literature:

benzaldehyde; malononitrile; In water; for 0.333333h; Sonication; Green chemistry;

With Na₂S₆; In water; for 1h; Sonication; Green chemistry;

DOI:10.1080/17415993.2012.754892

upstream raw materials:

2-(1-phenylethylidene)propanedinitrile

acetophenone

malononitrile

benzaldehyde

Downstream raw materials:

4-Phenyl-2-p-tolylamino-thiophene-3-carbonitrile

2-benzamido-3-cyano-4-phenylthiophene

4-amino-5-cyano-6-hydroxy-3-phenylthieno[2,3-b]pyridine

4,6-diamino-5-cyano-3-phenylthieno[2,3-b]pyridine

Refernces

• 1、 Moeinpour, Farid,Omidinia, Raheleh,Dorostkar-Ahmadi, Nadieh,Khoshdeli, Bentalhoda. "Cesium carbonate as a heterogeneous base catalyst for synthesis of 2-aminothiophenes via Gewald reaction". . p. 2091 - 2092. Retrieved 2011.
• 2、 Saadati-Moshtaghin, Hamid Reza,Zonoz, Farrokhzad Mohammadi. "Facile pathway for synthesis of two efficient catalysts for preparation of 2-aminothiophenes and tetrahydrobenzo[b]pyrans". . p. 2195 - 2213. Retrieved 2017/12/18.
• 3、 -. "INHIBITORS OF THE PD-1/PD-L1 PROTEIN/PROTEIN INTERACTION". Page/Page column 35. . Retrieved 2017/08/01.