4-chloro-2-[4-(3-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-ylidene]-3-oxobutanenitrile

Base Information

• Chemical Name: 4-chloro-2-[4-(3-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-ylidene]-3-oxobutanenitrile
• CAS No.: 439133-49-0
• Molecular Formula: C₁₃H₈ClN₃O₃S
• Molecular Weight: 321.744
• Mol file: 439133-49-0.mol

Synonyms:4-chloro-2-[4-(3-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-ylidene]-3-oxobutanenitrile

Chemical Property of 4-chloro-2-[4-(3-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-ylidene]-3-oxobutanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-chloro-2-[4-(3-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-ylidene]-3-oxobutanenitrile

There total 2 articles about 4-chloro-2-[4-(3-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-ylidene]-3-oxobutanenitrile 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: 56.0%

chloroacetyl chloride (79-04-9) + 4-(3-nitrophenyl)-2-thiazolylacetonitrile (302918-03-2) → 4-chloro-2-[4-(3-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-ylidene]-3-oxobutanenitrile (439133-49-0)

Guidance literature:

With pyridine; In 1,4-dioxane; at 100 ℃; for 1h;

DOI:10.1002/1099-0690(200202)2002:4<663::AID-EJOC663>3.0.CO;2-A

Reference yield:

3'-nitro-2-bromoacetophenone (2227-64-7) → 4-chloro-2-[4-(3-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-ylidene]-3-oxobutanenitrile (439133-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / ethanol / 40 - 50 °C

2: 56 percent / pyridine / dioxane / 1 h / 100 °C

With pyridine; In 1,4-dioxane; ethanol;

DOI:10.1002/1099-0690(200202)2002:4<663::AID-EJOC663>3.0.CO;2-A

Reference yield: 76.0%

N-amino-(4-nitrophenyl)carboxamide (636-97-5) + 4-chloro-2-[4-(3-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-ylidene]-3-oxobutanenitrile (439133-49-0) → N-{5-amino-4-[4-(3-nitro-phenyl)-thiazol-2-yl]-3-oxo-2,3-dihydro-pyrrol-1-yl}-4-nitro-benzamide

Guidance literature:

In N,N-dimethyl-formamide; at 110 - 120 ℃; for 2h;

DOI:10.1002/1099-0690(200202)2002:4<663::AID-EJOC663>3.0.CO;2-A

upstream raw materials:

chloroacetyl chloride

4-(3-nitrophenyl)-2-thiazolylacetonitrile

3'-nitro-2-bromoacetophenone