N-(Cyclopropylmethyl)benzamide

Base Information

• Chemical Name: N-(Cyclopropylmethyl)benzamide
• CAS No.: 756488-62-7
• Molecular Formula: C11H13 N O
• Molecular Weight: 175.23
• DSSTox Substance ID: DTXSID10478332
• Wikidata: Q82311656
• Mol file: 756488-62-7.mol

Synonyms:N-(Cyclopropylmethyl)benzamide;756488-62-7;Benzamide,N-(cyclopropylmethyl)-;SCHEMBL2303341;DTXSID10478332;AKOS009155232;Z288771506

Chemical Property of N-(Cyclopropylmethyl)benzamide

Chemical Property:

• PSA: 32.59000
• LogP: 2.40120
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1CNC(=O)C2=CC=CC=C2

Technology Process of N-(Cyclopropylmethyl)benzamide

There total 9 articles about N-(Cyclopropylmethyl)benzamide 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: 99.0%

Cyclopropylmethanol (2516-33-8) + benzamide (55-21-0,27208-38-4) → N-(cyclopropyl)methylbenzamide (756488-62-7)

Guidance literature:

With C₂₁H₃₀N₅Ru⁽¹⁺⁾*C₂₄H₂₀B^(1-); potassium hydroxide; In para-xylene; at 140 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1039/d1ob02214h

Reference yield: 83.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + cyclopropanemethylamine (2516-47-4) → N-(cyclopropyl)methylbenzamide (756488-62-7)

Guidance literature:

With C₁₈H₁₅IMnN₃O₃; sodium t-butanolate; In toluene; at 120 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.0c02478

Reference yield: 80.0%

benzoyl chloride (98-88-4) + cyclopropanemethylamine (2516-47-4) → N-(cyclopropyl)methylbenzamide (756488-62-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jacs.6b08608

upstream raw materials:

benzoyl chloride

cyclopropanemethylamine

cyclopropropanecarbonitrile

benzoic acid

Downstream raw materials:

cyclopropylcarbinyl bromide

benzonitrile

cyclopropanecarboxylic acid benzoylamide

N-benzyl-N-(cyclopropylmethyl)amine