N,N-dibenzyl-2-cyanoacetamide

Base Information

• Chemical Name: N,N-dibenzyl-2-cyanoacetamide
• CAS No.: 175460-84-1
• Molecular Formula: C17H16N2O
• Molecular Weight: 264.327
• Mol file: 175460-84-1.mol

Synonyms:N,N-Dibenzyl-2-cyano-acetamide;

Chemical Property of N,N-dibenzyl-2-cyanoacetamide

Chemical Property:

• Melting Point: 117 - 119 °C (ethanol)
• PSA: 44.10000
• LogP: 3.12908

Purity/Quality:

98%min ^*data from raw suppliers

N,N-Dibenzyl-2-cyanoacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-dibenzyl-2-cyanoacetamide

There total 3 articles about N,N-dibenzyl-2-cyanoacetamide 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: 98.0%

cyanoacetic acid (372-09-8) + dibenzylamine (103-49-1) → N,N-dibenzyl-2-cyanoacetamide (175460-84-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jm020295m

Reference yield:

benzaldehyde (100-52-7) → N,N-dibenzyl-2-cyanoacetamide (175460-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 3 h / 20 °C

1.2: 1 h / 0 - 20 °C

2.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 1 h / 0 - 20 °C

With dmap; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/acs.joc.1c01310

Reference yield:

benzylamine (100-46-9) → N,N-dibenzyl-2-cyanoacetamide (175460-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 3 h / 20 °C

1.2: 1 h / 0 - 20 °C

2.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 1 h / 0 - 20 °C

With dmap; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/acs.joc.1c01310

upstream raw materials:

cyanoacetic acid

dibenzylamine

benzaldehyde

benzylamine

Downstream raw materials:

2-benzyl-3-oxo-2,3-dihydrocyclohepta[c]pyrrole-3a(1H)-carbonitrile

Refernces

• 1、 Crowley, Daniel C.,Brouder, Thomas A.,Kearney, Aoife M.,Lynch, Denis,Ford, Alan,Collins, Stuart G.,Maguire, Anita R.. "Exploiting Continuous Processing for Challenging Diazo Transfer and Telescoped Copper-Catalyzed Asymmetric Transformations". . p. 13955 - 13982. Retrieved 2021/09/02.
• 2、 Mo, Shanyan,Li, Xinhao,Xu, Jiaxi. "In situ-generated iodonium ylides as safe carbene precursors for the chemoselective intramolecular buchner reaction". . p. 9186 - 9195. Retrieved 2014/12/11.