(Z)-2-Cyano-3-hydroxy-N-(4-nitro-phenyl)-3-(4-trifluoromethyl-phenyl)-acrylamide

Base Information

• Chemical Name: (Z)-2-Cyano-3-hydroxy-N-(4-nitro-phenyl)-3-(4-trifluoromethyl-phenyl)-acrylamide
• CAS No.: 136186-26-0
• Molecular Formula: C₁₇H₁₀F₃N₃O₄
• Molecular Weight: 377.279

Synonyms:(Z)-2-Cyano-3-hydroxy-N-(4-nitro-phenyl)-3-(4-trifluoromethyl-phenyl)-acrylamide

Chemical Property of (Z)-2-Cyano-3-hydroxy-N-(4-nitro-phenyl)-3-(4-trifluoromethyl-phenyl)-acrylamide

Chemical Property:

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Technology Process of (Z)-2-Cyano-3-hydroxy-N-(4-nitro-phenyl)-3-(4-trifluoromethyl-phenyl)-acrylamide

There total 2 articles about (Z)-2-Cyano-3-hydroxy-N-(4-nitro-phenyl)-3-(4-trifluoromethyl-phenyl)-acrylamide 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:

4-nitro-aniline (100-01-6,104810-17-5) → (Z)-2-Cyano-3-hydroxy-N-(4-nitro-phenyl)-3-(4-trifluoromethyl-phenyl)-acrylamide (136186-26-0)

Guidance literature:

Multi-step reaction with 2 steps

1: diisopropylcarbodiimide / dimethylformamide / 1 h / 0 - 20 °C

2: 1.) NaH (60percent in oil) / 1.) THF, 0 deg C, 15 min, 2.) THF, CH₂Cl₂, 0 deg C, 30 min

With sodium hydride; diisopropyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/jm00115a020

Reference yield:

2-cyano-N-(4-nitrophenyl)acetamide (22208-39-5) + 4-trifluoromethyl-phenyl acetyl chloride (329-15-7) → (Z)-2-Cyano-3-hydroxy-N-(4-nitro-phenyl)-3-(4-trifluoromethyl-phenyl)-acrylamide (136186-26-0)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) THF, 0 deg C, 15 min, 2.) THF, CH₂Cl₂, 0 deg C, 30 min;

DOI:10.1021/jm00115a020

Reference yield: 92.0%

(Z)-2-Cyano-3-hydroxy-N-(4-nitro-phenyl)-3-(4-trifluoromethyl-phenyl)-acrylamide (136186-26-0) → α-cyano-β-hydroxy-N-(4-aminophenol)-3-<4-(trifluoromethyl)phenyl>propenamide hydrochloride

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In acetic acid; at 80 ℃; for 8h;

DOI:10.1021/jm00115a020

upstream raw materials:

2-cyano-N-(4-nitrophenyl)acetamide

4-trifluoromethyl-phenyl acetyl chloride

4-nitro-aniline

Downstream raw materials:

(Z)-2-Cyano-3-hydroxy-N-(4-isothiocyanato-phenyl)-3-(4-trifluoromethyl-phenyl)-acrylamide

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