(6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid

Base Information

• Chemical Name: (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid
• CAS No.: 340722-43-2
• Molecular Formula: C₁₃H₁₃ClFNO₄S
• Molecular Weight: 333.768
• Mol file: 340722-43-2.mol

Synonyms:(6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid

Chemical Property of (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid

There total 3 articles about (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid 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: 74.0%

ethyl (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate (243983-70-2,243984-10-3) → (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid (340722-43-2)

Guidance literature:

With barium dihydroxide; In acetonitrile; at 60 ℃; for 1h;

DOI:10.1248/cpb.54.58

Reference yield:

C9H13ClO4S → (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid (340722-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / ethyl acetate / 20 h / 0 °C / Inert atmosphere

2: barium hydroxide octahydrate / acetonitrile; water / 1 h / 20 - 60 °C / Inert atmosphere

With barium hydroxide octahydrate; triethylamine; In water; ethyl acetate; acetonitrile;

DOI:10.1002/anie.201405924

Reference yield:

2-chloro-4-fluoroaniline (2106-02-7) → (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid (340722-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / ethyl acetate / 20 h / 0 °C / Inert atmosphere

2: barium hydroxide octahydrate / acetonitrile; water / 1 h / 20 - 60 °C / Inert atmosphere

With barium hydroxide octahydrate; triethylamine; In water; ethyl acetate; acetonitrile;

DOI:10.1002/anie.201405924

upstream raw materials:

ethyl (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

2-chloro-4-fluoroaniline

Downstream raw materials:

acetoxymethyl (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

(1'R)-1'-(4-nitrophenyl)ethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

(6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid

ethyl (6R)-6-[N-(2-chloro-4-fluorophenyl) sulfamoyl] cyclohex-1-ene-1-carboxylate