N-(diazoacetoacetyl)-N-phenyl-1-pyrrolidinecarboxamide

Base Information

• Chemical Name: N-(diazoacetoacetyl)-N-phenyl-1-pyrrolidinecarboxamide
• CAS No.: 130935-28-3
• Molecular Formula: C₁₅H₁₆N₄O₃
• Molecular Weight: 300.317
• Mol file: 130935-28-3.mol

Synonyms:N-(diazoacetoacetyl)-N-phenyl-1-pyrrolidinecarboxamide

Chemical Property of N-(diazoacetoacetyl)-N-phenyl-1-pyrrolidinecarboxamide

Chemical Property:

Purity/Quality:

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Technology Process of N-(diazoacetoacetyl)-N-phenyl-1-pyrrolidinecarboxamide

There total 3 articles about N-(diazoacetoacetyl)-N-phenyl-1-pyrrolidinecarboxamide 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: 90.0%

N-acetoacetyl-N-phenyl-1-pyrrolidinecarboxamide (130935-36-3) → N-(diazoacetoacetyl)-N-phenyl-1-pyrrolidinecarboxamide (130935-28-3)

Guidance literature:

With triethylamine; Methanesulfonyl azide; In acetonitrile; at 25 ℃; for 26h;

DOI:10.1021/jo00002a058

Reference yield:

pyrrolidine-1-carboxylic acid phenylamide (5626-53-9) → N-(diazoacetoacetyl)-N-phenyl-1-pyrrolidinecarboxamide (130935-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) aq. n-butyllithium / 1.) THF, hexane, -78 degC 2.) THF

2: 90 percent / mesyl azide, Et₃N / acetonitrile / 26 h / 25 °C

With n-butyllithium; triethylamine; Methanesulfonyl azide; In acetonitrile;

DOI:10.1021/jo00002a058

Reference yield:

phenyl isocyanate (103-71-9) → N-(diazoacetoacetyl)-N-phenyl-1-pyrrolidinecarboxamide (130935-28-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / sodium hydride / diethyl ether

2: 1.) aq. n-butyllithium / 1.) THF, hexane, -78 degC 2.) THF

3: 90 percent / mesyl azide, Et₃N / acetonitrile / 26 h / 25 °C

With n-butyllithium; sodium hydride; triethylamine; Methanesulfonyl azide; In diethyl ether; acetonitrile;

DOI:10.1021/jo00002a058

upstream raw materials:

N-acetoacetyl-N-phenyl-1-pyrrolidinecarboxamide

pyrrolidine-1-carboxylic acid phenylamide

phenyl isocyanate

Refernces