2-methyl-N-{4-[(Z)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide

Base Information

Chemical Name:2-methyl-N-{4-[(Z)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide
CAS No.:1426055-80-2
Molecular Formula:C₁₅H₁₅N₃O₃S
Molecular Weight:317.368
Hs Code.:

Synonyms:2-methyl-N-{4-[(Z)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide

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Chemical Property of 2-methyl-N-{4-[(Z)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide

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Technology Process of 2-methyl-N-{4-[(Z)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide

There total 5 articles about 2-methyl-N-{4-[(Z)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide 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:

: N-(4-formyl-1,3-thiazol-2-yl)-2-methylpropanamide

: 2767-70-6
(p-nitrobenzyl)triphenylphosphonium bromide

: 1426055-80-2
2-methyl-N-{4-[(Z)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide

: 737822-99-0
2-methyl-N-{4-[(E)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide

Guidance literature:: With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 14h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.12.025

Reference yield:

: N-(4-formyl-1,3-thiazol-2-yl)-2-methylpropanamide

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 1426055-80-2
2-methyl-N-{4-[(Z)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide

: 737822-99-0
2-methyl-N-{4-[(E)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide

Guidance literature:: 1-bromomethyl-4-nitro-benzene; With triphenylphosphine; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 5h;

N-(4-formyl-1,3-thiazol-2-yl)-2-methylpropanamide; With potassium tert-butylate; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 13h;

Reference yield:

: 737822-96-7
2-isobutyrylamino-thiazole-4-carboxylic acid ethyl ester

: 1426055-80-2
2-methyl-N-{4-[(Z)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide

: 737822-99-0
2-methyl-N-{4-[(E)-2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide

Guidance literature:: Multi-step reaction with 3 steps

1: lithium borohydride / tetrahydrofuran / 6 h / Reflux

2: manganese(IV) oxide / methanol; chloroform / 18 h / 20 °C

3: potassium tert-butylate / N,N-dimethyl-formamide / 14 h / 0 - 20 °C / Inert atmosphere

With manganese(IV) oxide; lithium borohydride; potassium tert-butylate; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide; 3: |Wittig Olefination;
DOI:10.1016/j.bmc.2012.12.025