2-chloro-N-(2-oxothiolan-3-yl)acetamide

Base Information

• Chemical Name: 2-chloro-N-(2-oxothiolan-3-yl)acetamide
• CAS No.: 84611-22-3
• Molecular Formula: C6H8ClNO2S
• Molecular Weight: 193.654
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90424610
• Mol file: 84611-22-3.mol

Synonyms:84611-22-3;2-chloro-N-(2-oxothiolan-3-yl)acetamide;2-chloro-N-(2-oxotetrahydrothiophen-3-yl)acetamide;2-Chloro-N-(2-oxo-tetrahydro-thiophen-3-yl)-acetamide;N-Chloroacetyl-DL-homocysteine thiolactone;3-Chloroacetamido-2-oxo-tetrahydrothiophene;2-Chloro-N-(2-oxotetrahydro-3-thienyl)acetamide;N-Chloroacetyl DL-Homocysteine Thiolactone;2-Chloro-N-(tetrahydro-2-oxo-3-thienyl)acetamide;3-(Chloroacetamido)dihydro-2(3H)-Thiophenone;N-CHLOROACETYL-DL-HOMOCYSTEINETHIOLACTONE;SCHEMBL11100048;DTXSID90424610;MFCD07393747;STK792547;AKOS000302747;AKOS016162044;LS-07367;CS-0249922;FT-0664540;EN300-46863;A24908;Z561159788

Chemical Property of 2-chloro-N-(2-oxothiolan-3-yl)acetamide

Chemical Property:

• Boiling Point: 456.171 °C at 760 mmHg
• Flash Point: 229.684 °C
• PSA: 71.47000
• Density: 1.406 g/cm³
• LogP: 0.76440
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 192.9964274
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-ChloroacetylDL-HomocysteineThiolactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC(=O)C1NC(=O)CCl
• Uses: N-Chloroacetyl DL-HoMocysteine Thiolactone is an intermediate in the synthesis of Erdosteine (E596050). Erdosteine is a mucolytic agent used for the treatment of chronic obstructive bronchitis. An intermediate in the synthesis of Erdosteine (E596050).Erdosteine is a mucolytic agent used for the treatment of chronic obstructive bronchitis.

Technology Process of 2-chloro-N-(2-oxothiolan-3-yl)acetamide

There total 1 articles about 2-chloro-N-(2-oxothiolan-3-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: 78.5%

3-aminodihydrothiophen-2(3H)-one hydrochloride (6038-19-3) + chloroacetyl chloride (79-04-9) → N-chloroacetylhomocysteine thiolactone (84611-22-3)

Guidance literature:

With triethylamine; In chloroform; Ambient temperature;

Reference yield: 78.5%

mercaptoacetic acid (68-11-1) + N-chloroacetylhomocysteine thiolactone (84611-22-3) → erdosteine (84611-23-4)

Guidance literature:

With sodium hydroxide; for 3h;

Reference yield:

N-chloroacetylhomocysteine thiolactone (84611-22-3) → [(2-Oxo-tetrahydro-thiophen-3-ylcarbamoyl)-methylsulfanyl]-acetic acid phenyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 78.5 percent / 4.4 N sodium hydroxide / 3 h

2: 72 percent / triethylamine, ethyl chloroformate / toluene / 1 h / Ambient temperature

With sodium hydroxide; chloroformic acid ethyl ester; triethylamine; In toluene;

upstream raw materials:

3-aminodihydrothiophen-2(3H)-one hydrochloride

chloroacetyl chloride

Downstream raw materials:

erdosteine

Refernces