2-Amino-4-methylthiophene-3-carbonitrile

Base Information

• Chemical Name: 2-Amino-4-methylthiophene-3-carbonitrile
• CAS No.: 4623-55-6
• Molecular Formula: C6H6N2S
• Molecular Weight: 138.1902
• Hs Code.: 2934999090
• European Community (EC) Number: 826-858-3
• NSC Number: 99325
• DSSTox Substance ID: DTXSID80963528
• Nikkaji Number: J138.286A
• Wikidata: Q72439765
• Mol file: 4623-55-6.mol

Synonyms:2-amino-4-methylthiophene-3-carbonitrile;4623-55-6;2-Amino-3-cyano-4-methylthiophene;3-Thiophenecarbonitrile, 2-amino-4-methyl-;MFCD00277568;2-amino-4-methyl-3-thiophenecarbonitrile;NSC99325;NCIOpen2_002047;SCHEMBL1820046;DTXSID80963528;VVLPOLLOKMOHOP-UHFFFAOYSA-N;HMS1662N07;NSC-99325;STL352281;AKOS000149504;AB05902;PS-3059;AC-28870;AM803934;SY101510;2-Amino-4-methyl-thiophene-3-carbonitrile;CS-0038888;A22816;EN300-209371;H-Pyrido[3,4-b]indole, 2,3,4,9-tetrahydro-;AA-516/30012034;Z240126244

Chemical Property of 2-Amino-4-methylthiophene-3-carbonitrile

Chemical Property:

• Vapor Pressure: 0.000565mmHg at 25°C
• Melting Point: 118-119 °C
• Refractive Index: 1.605
• Boiling Point: 311.4 °C at 760 mmHg
• PKA: -0.15±0.10(Predicted)
• Flash Point: 142.1 °C
• PSA: 78.05000
• Density: 1.26 g/cm³
• LogP: 2.09158
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 138.02516937
• Heavy Atom Count: 9
• Complexity: 148

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-4-methylthiophene-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CSC(=C1C#N)N

Technology Process of 2-Amino-4-methylthiophene-3-carbonitrile

There total 4 articles about 2-Amino-4-methylthiophene-3-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: 94.0%

acetone (67-64-1) + malononitrile (109-77-3) → 2-amino-4-methylthiophene-3-carbonitrile (4623-55-6)

Guidance literature:

With octasulfur; bovine serum albumin; In N,N-dimethyl-formamide; at 50 ℃; for 4h;

DOI:10.1016/j.molcatb.2013.05.014

Reference yield: 86.0%

acetaldehyde (75-07-0,9002-91-9) + malononitrile (109-77-3) → 2-amino-4-methylthiophene-3-carbonitrile (4623-55-6)

Guidance literature:

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

With Na₂S₆; In water; for 0.5h; Sonication; Green chemistry;

DOI:10.1080/17415993.2012.754892

Reference yield: 79.0%

2,5-dihydroxy-2,5-dimethyl-1,4-dithiane (55704-78-4,146511-93-5) + malononitrile (109-77-3) → 2-amino-4-methylthiophene-3-carbonitrile (4623-55-6)

Guidance literature:

With diethylamine; In methanol; at 5 - 40 ℃; for 2h;

upstream raw materials:

piperidine

2,5-dihydroxy-2,5-dimethyl-1,4-dithiane

malononitrile

acetone

Downstream raw materials:

5-methylthieno[2,3-d]pyrimidine-4-amine

2-acetamido-3-cyano-4-methylthiophene

2-benzamido-3-cyano-4-methylthiophene

4-Methyl-2-phenylamino-thiophene-3-carbonitrile

Refernces

• 1、 Shaabani, Ahmad,Hooshmand, Seyyed Emad,Afaridoun, Hadi. "A green chemical approach: a straightforward one-pot synthesis of 2-aminothiophene derivatives via Gewald reaction in deep eutectic solvents". . p. 711 - 716. Retrieved 2017/03/17.
• 2、 Zhao, Dan-Dan,Li, Li,Xu, Fan,Wu, Qi,Lin, Xian-Fu. "Bovine serum albumin-catalyzed one-pot synthesis of 2-aminothiophenes via Gewald reaction". . p. 29 - 35. Retrieved 2013/10/22.