(E)-4-cyano-5-[2-cyano-2-(phenylhydrazono)acetylamino]-3-methylthiophene-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: (E)-4-cyano-5-[2-cyano-2-(phenylhydrazono)acetylamino]-3-methylthiophene-2-carboxylic acid ethyl ester
• CAS No.: 1375399-94-2
• Molecular Formula: C₁₈H₁₅N₅O₃S
• Molecular Weight: 381.415
• Mol file: 1375399-94-2.mol

Synonyms:(E)-4-cyano-5-[2-cyano-2-(phenylhydrazono)acetylamino]-3-methylthiophene-2-carboxylic acid ethyl ester

Chemical Property of (E)-4-cyano-5-[2-cyano-2-(phenylhydrazono)acetylamino]-3-methylthiophene-2-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-cyano-5-[2-cyano-2-(phenylhydrazono)acetylamino]-3-methylthiophene-2-carboxylic acid ethyl ester

There total 2 articles about (E)-4-cyano-5-[2-cyano-2-(phenylhydrazono)acetylamino]-3-methylthiophene-2-carboxylic acid ethyl ester 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: 73.0%

ethyl 4-cyano-5-(2-cyanoacetamido)-3-methylthiophene-2-carboxylate (1375398-77-8) + aniline hydrochloride (142-04-1,36663-09-9) → (E)-4-cyano-5-[2-cyano-2-(phenylhydrazono)acetylamino]-3-methylthiophene-2-carboxylic acid ethyl ester (1375399-94-2)

Guidance literature:

aniline hydrochloride; With sodium nitrite; In water; Cooling;

ethyl 4-cyano-5-(2-cyanoacetamido)-3-methylthiophene-2-carboxylate; With sodium acetate; In ethanol; water; at 20 ℃; for 1h; Cooling;

DOI:10.1016/j.ejmech.2012.03.004

Reference yield:

ethyl 2-amino-3-cyano-4-methylthiophene-5-carboxylate (23903-46-0) → (E)-4-cyano-5-[2-cyano-2-(phenylhydrazono)acetylamino]-3-methylthiophene-2-carboxylic acid ethyl ester (1375399-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic anhydride / 0 h / 85 °C / Microwave irradiation

1.2: 0.01 h / 100 °C / Microwave irradiation

2.1: sodium nitrite / water / Cooling

2.2: 1 h / 20 °C / Cooling

With acetic anhydride; sodium nitrite; In water;

DOI:10.1016/j.ejmech.2012.03.004

Reference yield: 78.0%

(E)-4-cyano-5-[2-cyano-2-(phenylhydrazono)acetylamino]-3-methylthiophene-2-carboxylic acid ethyl ester (1375399-94-2) + chloroacetonitrile (107-14-2) → 4-cyano-5-[2-cyano-2-(cyanomethylphenylhydrazono)acetylamino]-3-methylthiophene-2-carboxylic acid ethyl ester (1393470-36-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 4h; Cooling; Reflux;

DOI:10.1016/j.ejmech.2012.03.004

upstream raw materials:

ethyl 2-amino-3-cyano-4-methylthiophene-5-carboxylate

ethyl 4-cyano-5-(2-cyanoacetamido)-3-methylthiophene-2-carboxylate

aniline hydrochloride

Downstream raw materials:

4-cyano-5-[2-cyano-2-(cyanomethylphenylhydrazono)acetylamino]-3-methylthiophene-2-carboxylic acid ethyl ester