2-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)acetamide

Base Information

• Chemical Name: 2-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)acetamide
• CAS No.: 58125-40-9
• Molecular Formula: C11H11 Cl N2 O S
• Molecular Weight: 254.74
• Hs Code.: 2934999090
• European Community (EC) Number: 859-764-6
• DSSTox Substance ID: DTXSID80350353
• Nikkaji Number: J1.510.823A
• Wikidata: Q82126238
• ChEMBL ID: CHEMBL1632337
• Mol file: 58125-40-9.mol

Synonyms:58125-40-9;2-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)acetamide;2-Chloro-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)acetamide;MFCD00266132;SCHEMBL6248815;CHEMBL1632337;DTXSID80350353;2-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothien-2-yl)acetamide;STK280663;AKOS000115657;BB 0217404;CS-0218745;FT-0678537;EN300-01937;6T-0648;J-509067;Z56844954;F0239-0471;2-chloro-{N}-(3-cyano-4,5,6,7-tetrahydro-1-benzothien-2-yl)acetamide;2-Chloro-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thien-2-yl)acetamide;2-CHLORO-N~1~-(3-CYANO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHEN-2-YL)ACETAMIDE

Chemical Property of 2-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)acetamide

Chemical Property:

• Vapor Pressure: 5.15E-10mmHg at 25°C
• Melting Point: 177-179°C
• Boiling Point: 497°C at 760 mmHg
• Flash Point: 254.4°C
• PSA: 81.13000
• Density: 1.37g/cm³
• LogP: 2.74888
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 254.0280618
• Heavy Atom Count: 16
• Complexity: 327

Purity/Quality:

90% ^*data from raw suppliers

2-Chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)acetamide

There total 2 articles about 2-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)acetamide 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: 91.0%

3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene (4651-91-6) + chloroacetyl chloride (79-04-9) → 2-(2-chloroacetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile (58125-40-9)

Guidance literature:

In 1,4-dioxane; at 20 ℃; for 15 - 65h;

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(2-chloroacetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile (58125-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfur; N-ethylmorpholine; / ethanol / 3 h / 20 °C

2: chloroform / 3 h / Reflux

With N-ethylmorpholine;; sulfur; In ethanol; chloroform;

DOI:10.1021/bc3004342

Reference yield: 82.0%

2-(2-chloroacetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile (58125-40-9) + aniline (62-53-3) → N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-2-(phenylamino)acetamide

Guidance literature:

In 1,4-dioxane; for 3h; Reflux;

DOI:10.1007/s00044-014-1273-9

upstream raw materials:

3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene

chloroacetyl chloride

cyclohexanone