(2E,5Z)-N-phenyl (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)ethanamide

Base Information

• Chemical Name: (2E,5Z)-N-phenyl (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)ethanamide
• CAS No.: 235423-20-8
• Molecular Formula: C₁₅H₁₄N₂O₄S
• Molecular Weight: 318.353
• Mol file: 235423-20-8.mol

Synonyms:(2E,5Z)-N-phenyl (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)ethanamide

Chemical Property of (2E,5Z)-N-phenyl (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)ethanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,5Z)-N-phenyl (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)ethanamide

There total 6 articles about (2E,5Z)-N-phenyl (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)ethanamide 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:

(Z)-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-phenylethanamide (204690-21-1) → (2Z,5Z)-N-phenyl (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)ethanamide (235423-16-2) + (2E,5Z)-N-phenyl (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)ethanamide (235423-20-8)

Guidance literature:

(Z)-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-phenylethanamide; With bromine; In chloroform; at 0 ℃;

at 20 ℃; for 5h; Title compound not separated from byproducts; evacuation;

DOI:10.1016/S0040-4020(01)00496-3

Reference yield:

(Z)-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-phenylethanamide (204690-21-1) → (2E,5Z)-N-phenyl (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)ethanamide (235423-20-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 60.5 percent / Br₂ / CCl₄ / 0.75 h / Heating

2: pyridine-d5 / CDCl₃ / 83 h

3: ethanol

With perdeuteriopyridine; bromine; In tetrachloromethane; chloroform-d1; ethanol; 1: Bromination / 2: Dehydrobromination / 3: Isomerization;

Reference yield:

(E)-2-bromo-2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-phenylethanamide (285133-46-2) → (2E,5Z)-N-phenyl (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)ethanamide (235423-20-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine-d5 / CDCl₃ / 83 h

2: ethanol

With perdeuteriopyridine; In chloroform-d1; ethanol; 1: Dehydrobromination / 2: Isomerization;

upstream raw materials:

(2Z,5Z)-N-phenyl (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)ethanamide

(E)-2-bromo-2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-phenylethanamide

(Z)-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-phenylethanamide

(Z)-2-bromo-2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-phenylethanamide