3-Amino-5-phenylthiophene-2-carboxamide

Base Information

• Chemical Name: 3-Amino-5-phenylthiophene-2-carboxamide
• CAS No.: 122375-70-6
• Molecular Formula: C11H10N2OS
• Molecular Weight: 218.279
• Hs Code.: 2934999090
• European Community (EC) Number: 672-801-9
• DSSTox Substance ID: DTXSID90373412
• Wikidata: Q82161564
• ChEMBL ID: CHEMBL207028
• Mol file: 122375-70-6.mol

Synonyms:3-amino-5-phenylthiophene-2-carboxamide;122375-70-6;CHEMBL207028;2-Thiophenecarboxamide,3-amino-5-phenyl-;SCHEMBL1847243;DTXSID90373412;DYRYDYQWWQHRQE-UHFFFAOYSA-N;XEA37570;BDBM50186619;MFCD00068129;AKOS015912243;PS-4058;3-amino-5-phenyl-2-thiophenecarboxamide;3-amino-5-phenyl-thiophene-2-carboxamide;3-amino-5-phenylthiophene-2-carboxyamide;PD119503;CS-0316599;FT-0740471;A804884;3-amino-5-phenyl-thiophene-2-carboxylic acid amide;3-amino-5-phenylthiophene-2-carboxamide, AldrichCPR;J-004793

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

Chemical Property:

• Vapor Pressure: 1.77E-07mmHg at 25°C
• Refractive Index: 1.679
• Boiling Point: 426.4 °C at 760 mmHg
• Flash Point: 211.7 °C
• PSA: 97.35000
• Density: 1.321 g/cm³
• LogP: 3.37770
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 218.05138412
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

98%Min ^*data from raw suppliers

3-Amino-5-phenylthiophene-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 4 articles about 3-Amino-5-phenylthiophene-2-carboxamide 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: 45.0%

3-amino-5-phenylthiophene-2-carbonitrile (83060-72-4) → 3-amino-5-phenylthiophene-2-carboxamide (122375-70-6)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 1h; Reflux;

Reference yield:

3-amino-5-phenyl-thiophene-2-carbonyl chloride → 3-amino-5-phenylthiophene-2-carboxamide (122375-70-6)

Guidance literature:

With ammonia; In acetonitrile;

DOI:10.1016/j.bmcl.2004.03.058

Reference yield:

methyl 3-amino-5-phenylthiophene-2-carboxylate (100063-22-7) → 3-amino-5-phenylthiophene-2-carboxamide (122375-70-6)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaOH / methanol

2: SOCl₂

3: NH₃ / acetonitrile

With sodium hydroxide; thionyl chloride; ammonia; In methanol; acetonitrile;

DOI:10.1016/j.bmcl.2004.03.058

upstream raw materials:

3-amino-5-phenylthiophene-2-carbonitrile

methyl 3-amino-5-phenylthiophene-2-carboxylate

3-amino-5-phenyl-2-thiophenecarboxylic acid

Downstream raw materials:

6-phenyl-3H-thieno[3,2-d][1,2,3]-triazin-4-one

Refernces

• 1、 -. "ANTI-CANCER DRUGS AND USES RELATING THERETO FOR METASTATIC MALIGNANT MELANOMA AND OTHER CANCERS". Page/Page column 19. . Retrieved 2010/04/23.
• 2、 Baxter, Andrew,Brough, Steve,Cooper, Anne,Floettmann, Eike,Foster, Steve,Harding, Christine,Kettle, Jason,McInally, Tom,Martin, Craig,Mobbs, Michelle,Needham, Maurice,Newham, Pete,Paine, Stuart,St-Gallay, Steve,Salter, Sylvia,Unitt, John,Xue, Yafeng. "Hit-to-lead studies: The discovery of potent, orally active, thiophenecarboxamide IKK-2 inhibitors". . p. 2817 - 2822. Retrieved 2007/10/03.