2-(2-Chloro-acetylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid amide

Base Information

• Chemical Name: 2-(2-Chloro-acetylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid amide
• CAS No.: 20886-87-7
• Molecular Formula: C11H13ClN2O2S
• Molecular Weight: 272.755
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20351400
• Wikidata: Q82127795
• Mol file: 20886-87-7.mol

Synonyms:20886-87-7;2-(2-Chloro-acetylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid amide;2-[(2-chloroacetyl)amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide;2-(2-chloroacetamido)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide;2-(2-Chloroacetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide;2-[(chloroacetyl)amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide;MFCD00226747;SBB029873;SCHEMBL1007246;DTXSID20351400;XRKRPMKJSPGFRD-UHFFFAOYSA-N;BBL000281;STK280666;AKOS000270715;VS-00544;CS-0307655;EN300-04259;Z56887652;2-(2-CHLORO-ACETYLAMINO)-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLICACIDAMIDE;2-(2-chloroacetylamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid amide;2-(2-CL-ACETYLAMINO)-4,5,6,7-4H-BENZO(B)THIOPHENE-3-CARBOXYLIC ACID AMIDE

Chemical Property of 2-(2-Chloro-acetylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid amide

Chemical Property:

• Vapor Pressure: 1.57E-08mmHg at 25°C
• Boiling Point: 456.8°C at 760 mmHg
• Flash Point: 230.1°C
• PSA: 100.43000
• Density: 1.443g/cm³
• LogP: 2.67640
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 272.0386265
• Heavy Atom Count: 17
• Complexity: 327

Purity/Quality:

98%Min ^*data from raw suppliers

2-[(Chloroacetyl)amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(2-Chloro-acetylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid amide

There total 5 articles about 2-(2-Chloro-acetylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid amide 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: 84.0%

chloroacetyl chloride (79-04-9) + 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (4815-28-5) → 2-(2-chloroacetylamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid amide (20886-87-7)

Guidance literature:

With triethylamine; at 0 - 20 ℃; for 2h;

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(2-chloroacetylamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid amide (20886-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfur / Alkaline conditions

2: acetic acid / 20 °C

With sulfur; acetic acid;

DOI:10.3390/molecules17067217

Reference yield:

ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (4506-71-2) + chloroacetyl chloride (79-04-9) → 2-(2-chloroacetylamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid amide (20886-87-7)

Guidance literature:

With acetic acid; at 20 ℃;

DOI:10.3390/molecules17067217

upstream raw materials:

chloroacetyl chloride

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

cyclohexanone

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

Downstream raw materials:

2-(2-(4-benzylpiperidin-1-yl)acetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

2-(2-(4-benzylpiperazin-1-yl)acetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

2-(2-(4-(4-methoxyphenyl)piperazin-1-yl)acetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

2-(2-(4-(2-fluorobenzyl)piperazin-1-yl)acetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

Refernces

• 1、 -. "PROTEASOME ACTIVITY MODULATING COMPOUNDS". Page/Page column 64. . Retrieved 2013/08/15.
• 2、 Khalil,Berghot,Abd El-Ghani, Ghada E.,Gouda. "Synthesis and antimicrobial evaluation of some new thiophene derivatives". scheme or table. p. 1658 - 1669. Retrieved 2010/08/03.