N-(2-chloroethyl)-11-cinnamamidoundecanamide

Base Information

Chemical Name:N-(2-chloroethyl)-11-cinnamamidoundecanamide
CAS No.:1329432-69-0
Molecular Formula:C₂₂H₃₃ClN₂O₂
Molecular Weight:392.969
Hs Code.:

Synonyms:N-(2-chloroethyl)-11-cinnamamidoundecanamide

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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 N-(2-chloroethyl)-11-cinnamamidoundecanamide

Chemical Property:

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Technology Process of N-(2-chloroethyl)-11-cinnamamidoundecanamide

There total 4 articles about N-(2-chloroethyl)-11-cinnamamidoundecanamide 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: 81.0%

: 1329432-67-8
11-cinnamamidoundecanoic acid

: 870-24-6
2-chloroethanamine hydrochloride

: 1329432-69-0
N-(2-chloroethyl)-11-cinnamamidoundecanamide

Guidance literature:: 11-cinnamamidoundecanoic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

2-chloroethanamine hydrochloride; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ja206644d

Reference yield:

: 1329432-65-6
methyl 11-cinnamamidoundecanoate

: 1329432-69-0
N-(2-chloroethyl)-11-cinnamamidoundecanamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 12 h / 55 °C

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ja206644d

Reference yield:

: 2432-99-7,25587-80-8,84029-94-7
11-aminoundecanoic acid

: 1329432-69-0
N-(2-chloroethyl)-11-cinnamamidoundecanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride / 0 °C / Reflux

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.83 h / 20 °C

2.2: 20 °C

3.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 12 h / 55 °C

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

4.2: 12 h / 20 °C / Inert atmosphere

With thionyl chloride; lithium hydroxide monohydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja206644d