2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile

Base Information

• Chemical Name: 2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile
• CAS No.: 4651-91-6
• Molecular Formula: C9H10N2S
• Molecular Weight: 178.258
• Hs Code.: 29349990
• European Community (EC) Number: 225-085-3
• NSC Number: 86907
• DSSTox Substance ID: DTXSID30196864
• Nikkaji Number: J284.261K
• Wikidata: Q83069866
• ChEMBL ID: CHEMBL1632047
• Mol file: 4651-91-6.mol

Synonyms:2-amino-4,5,6,7-tetrahydrobenzo(b)thiophene-3-carbonitrile

Chemical Property of 2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile

Chemical Property:

• Melting Point: 151-153 °C
• Boiling Point: 398.1 °C at 760 mmHg
• PKA: 0.34±0.20(Predicted)
• Flash Point: 194.6 °C
• PSA: 78.05000
• Density: 1.27 g/cm³
• LogP: 2.66198
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 178.05646950
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)C(=C(S2)N)C#N

Technology Process of 2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile

There total 9 articles about 2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-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: 99.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + malononitrile (109-77-3) → 3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene (4651-91-6)

Guidance literature:

With octasulfur; bovine serum albumin; In N,N-dimethyl-formamide; at 50 ℃; for 4h; Reagent/catalyst; Solvent; Time; Temperature; Concentration; Catalytic behavior;

DOI:10.1016/j.molcatb.2013.05.014

Reference yield: 99.0%

2-(cyclohexylidene)malononitrile (4354-73-8) → 3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene (4651-91-6)

Guidance literature:

With sulfur; tetraethylammonium hexafluorophosphate; acetonitrile; at 20 ℃; Electrolysis; Inert atmosphere;

DOI:10.1002/adsc.200800503

Reference yield: 76.4%

diisopropyl hydrogenphosphonate (1809-20-7) + 2-azido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile (1254693-14-5) → 3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene (4651-91-6) + d iisopropyl 3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-ylphosphoramidate

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1007/s00706-015-1542-4

upstream raw materials:

cyclohexanone

malononitrile

2-(cyclohexylidene)malononitrile

2-azido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile

Downstream raw materials:

2-methyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidine-4-thione

5,6,7,8-tetrahydrobenzo[b]thiopheno[2,3-d]pyrimidin-4-ylamine

4-chloro-2-(pyridin-3-yl)-5,6,7,8-tetrahydro-[1]-benzothieno[2,3-d]pyrimidine

2-(pyridin-3-yl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine