6-bromo-2-{N-[4-N-(3-dimethylamino)propyl]carbamoyl}-3-chlorobenzo[b]thiophene anilide

Base Information

• Chemical Name: 6-bromo-2-{N-[4-N-(3-dimethylamino)propyl]carbamoyl}-3-chlorobenzo[b]thiophene anilide
• CAS No.: 1381771-34-1
• Molecular Formula: C₂₁H₂₁BrClN₃O₂S
• Molecular Weight: 494.84

Synonyms:6-bromo-2-{N-[4-N-(3-dimethylamino)propyl]carbamoyl}-3-chlorobenzo[b]thiophene anilide

Chemical Property of 6-bromo-2-{N-[4-N-(3-dimethylamino)propyl]carbamoyl}-3-chlorobenzo[b]thiophene anilide

Chemical Property:

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Technology Process of 6-bromo-2-{N-[4-N-(3-dimethylamino)propyl]carbamoyl}-3-chlorobenzo[b]thiophene anilide

There total 4 articles about 6-bromo-2-{N-[4-N-(3-dimethylamino)propyl]carbamoyl}-3-chlorobenzo[b]thiophene 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: 89.0%

N-(4-chlorocarbonylphenyl)-6-bromo-3-chlorobenzo[b]thiophene-2-carboxamide (1381771-29-4) + 1-amino-3-(dimethylamino)propane (109-55-7) → 6-bromo-2-{N-[4-N-(3-dimethylamino)propyl]carbamoyl}-3-chlorobenzo[b]thiophene anilide (1381771-34-1)

Guidance literature:

In toluene; for 30h; Reflux;

DOI:10.1021/jm300505h

Reference yield:

6-bromo-3-chlorobenzothiophene-2-carboxylic acid chloride (75212-27-0) → 6-bromo-2-{N-[4-N-(3-dimethylamino)propyl]carbamoyl}-3-chlorobenzo[b]thiophene anilide (1381771-34-1)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran; toluene / 3 h / 130 °C

2: thionyl chloride; N,N-dimethyl-formamide / toluene / 18 h / Reflux

3: toluene / 30 h / Reflux

With thionyl chloride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; toluene;

DOI:10.1021/jm300505h

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 6-bromo-2-{N-[4-N-(3-dimethylamino)propyl]carbamoyl}-3-chlorobenzo[b]thiophene anilide (1381771-34-1)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran; toluene / 3 h / 130 °C

2: thionyl chloride; N,N-dimethyl-formamide / toluene / 18 h / Reflux

3: toluene / 30 h / Reflux

With thionyl chloride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; toluene;

DOI:10.1021/jm300505h

upstream raw materials:

N-(4-chlorocarbonylphenyl)-6-bromo-3-chlorobenzo[b]thiophene-2-carboxamide

1-amino-3-(dimethylamino)propane

N-(4-carboxyphenyl)-6-bromo-3-chlorobenzo[b]thiophene-2-carboxamide

6-bromo-3-chlorobenzothiophene-2-carboxylic acid chloride

Downstream raw materials:

6-bromo-2-{N-[4-N-(3-dimethylamino)propyl]carbamoyl}-3-chlorobenzo[b]thiophene anilide hydrochloride

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