N-(4-((Z)-(3-(3-chlorobenzyl)-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide

Base Information

Chemical Name:N-(4-((Z)-(3-(3-chlorobenzyl)-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide
CAS No.:1442655-44-8
Molecular Formula:C₂₀H₁₄BrClN₂O₃S
Molecular Weight:477.766
Hs Code.:

Synonyms:N-(4-((Z)-(3-(3-chlorobenzyl)-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide

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Chemical Property of N-(4-((Z)-(3-(3-chlorobenzyl)-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide

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Technology Process of N-(4-((Z)-(3-(3-chlorobenzyl)-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide

There total 4 articles about N-(4-((Z)-(3-(3-chlorobenzyl)-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide 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: 64.0%

: 10443-65-9
2-bromo-2-propenoic acid

: 1442655-24-4
(Z)-3-(3-chlorobenzyl)-5-(4-aminobenzylidene)thiazolidine-2,4-dione

: 1442655-44-8
N-(4-((Z)-(3-(3-chlorobenzyl)-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1016/j.ejmech.2013.02.030

Reference yield:

: 177703-41-2
5-(4-nitro-benzylidene)-thiazolidine-2,4-dione

: 1442655-44-8
N-(4-((Z)-(3-(3-chlorobenzyl)-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 3-chlorobenzyl halide / 2 h / 0 - 20 °C / Inert atmosphere

2.1: iron; hydrogenchloride / ethanol; water / 2 h / Inert atmosphere; Reflux

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

With hydrogenchloride; iron; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2013.02.030

Reference yield:

: 1442655-05-1
(Z)-3-(3-chlorobenzyl)-5-(4-nitrobenzylidene)thiazolidine-2,4-dione

: 1442655-44-8
N-(4-((Z)-(3-(3-chlorobenzyl)-2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-bromoacrylamide

Guidance literature:: Multi-step reaction with 2 steps

1: iron; hydrogenchloride / ethanol; water / 2 h / Inert atmosphere; Reflux

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

With hydrogenchloride; iron; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2013.02.030