2-chloro-5-ethynylbenzamide

Base Information

Chemical Name:2-chloro-5-ethynylbenzamide
CAS No.:1143020-09-0
Molecular Formula:C₉H₆ClNO
Molecular Weight:179.606
Hs Code.:

Synonyms:2-chloro-5-ethynylbenzamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-chloro-5-ethynylbenzamide

Chemical Property:

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Technology Process of 2-chloro-5-ethynylbenzamide

There total 4 articles about 2-chloro-5-ethynylbenzamide 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: 86.0%

: 1143024-61-6
2-chloro-5-ethynylbenzoic acid

: 1143020-09-0
2-chloro-5-ethynylbenzamide

Guidance literature:: 2-chloro-5-ethynylbenzoic acid; With isopropyl chloroformate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; toluene; at 20 ℃; for 6h;

With ammonia; In tetrahydrofuran; 1,4-dioxane; toluene; at 20 ℃; for 0.25h;
DOI:10.1021/jm500610n

Reference yield:

: 19094-56-5
2-chloro-5-iodobenzoic acid

: 1143020-09-0
2-chloro-5-ethynylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol / 45 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 0.75 h / 20 °C

3.1: sodium hydroxide / water; methanol / 1 h

4.1: N-ethyl-N,N-diisopropylamine; isopropyl chloroformate / tetrahydrofuran; toluene / 6 h / 20 °C

4.2: 0.25 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; isopropyl chloroformate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; toluene;
DOI:10.1021/jm500610n

Reference yield:

: 792911-91-2
methyl 2-chloro-5-((trimethylsilyl)ethynyl)benzoate

: 1143020-09-0
2-chloro-5-ethynylbenzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; methanol / 1 h

2.1: N-ethyl-N,N-diisopropylamine; isopropyl chloroformate / tetrahydrofuran; toluene / 6 h / 20 °C

2.2: 0.25 h / 20 °C

With isopropyl chloroformate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; toluene;
DOI:10.1021/jm500610n