benzo[b]thiophene-2-carboxylic acid-(2-chloro-anilide)

Base Information

• Chemical Name: benzo[b]thiophene-2-carboxylic acid-(2-chloro-anilide)
• CAS No.: 107943-78-2
• Molecular Formula: C₁₅H₁₀ClNOS
• Molecular Weight: 287.769
• Mol file: 107943-78-2.mol

Synonyms:

Chemical Property of benzo[b]thiophene-2-carboxylic acid-(2-chloro-anilide)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzo[b]thiophene-2-carboxylic acid-(2-chloro-anilide)

There total 4 articles about benzo[b]thiophene-2-carboxylic acid-(2-chloro-anilide) 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:

benzo[b]thiophene-2-carboxylic acid (6314-28-9) + o-chloroaniline (95-51-2) → benzo[b]thiophene-2-carboxylic acid-(2-chloro-anilide) (107943-78-2)

Guidance literature:

benzo[b]thiophene-2-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

o-chloroaniline; In N,N-dimethyl-formamide; Irradiation; Sonication;

DOI:10.1021/acsmedchemlett.6b00077

Reference yield:

2-Fluorobenzaldehyde (446-52-6) → benzo[b]thiophene-2-carboxylic acid-(2-chloro-anilide) (107943-78-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 1 h / 90 °C

2.1: lithium hydroxide; water / tetrahydrofuran / 0.5 h / 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.17 h / 0 °C

3.2: Irradiation; Sonication

With water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/acsmedchemlett.6b00077

Reference yield:

methyl benzo[b]thiophene-2-carboxylate (22913-24-2) → benzo[b]thiophene-2-carboxylic acid-(2-chloro-anilide) (107943-78-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hydroxide; water / tetrahydrofuran / 0.5 h / 20 °C

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.17 h / 0 °C

2.2: Irradiation; Sonication

With water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/acsmedchemlett.6b00077

upstream raw materials:

benzothiophene-2-carboxylic acid chloride

o-chloroaniline

2-Fluorobenzaldehyde

methyl benzo[b]thiophene-2-carboxylate

Refernces