N-Cyclopropylbenzamide

Base Information

• Chemical Name: N-Cyclopropylbenzamide
• CAS No.: 15205-35-3
• Molecular Formula: C10H11 N O
• Molecular Weight: 161.203
• Hs Code.: 2924299090
• NSC Number: 126457
• UNII: XTX23FF9MH
• DSSTox Substance ID: DTXSID90164948
• Nikkaji Number: J54.768I
• Wikidata: Q83034047
• ChEMBL ID: CHEMBL2135249
• Mol file: 15205-35-3.mol

Synonyms:N-Cyclopropylbenzamide;15205-35-3;BENZAMIDE, N-CYCLOPROPYL-;Benzamide, N-cyclopropyl- (8CI,9CI);XTX23FF9MH;NSC 126457;BRN 2803325;MLS002919888;NSC-126457;3-12-00-00003 (Beilstein Handbook Reference);Benzamide,N-cyclopropyl-;cyclopropyl benzamide;NSC126457;N-cyclopropyl benzamide;UNII-XTX23FF9MH;WLN: L3TJ AMVR;SCHEMBL124395;CHEMBL2135249;DTXSID90164948;STK408411;AKOS003285835;LS-26266;SMR001797487;CS-0259877;EN300-7431630

Chemical Property of N-Cyclopropylbenzamide

Chemical Property:

• Vapor Pressure: 3.69E-05mmHg at 25°C
• Boiling Point: 353°Cat760mmHg
• Flash Point: 206.7°C
• PSA: 29.10000
• Density: 1.13g/cm³
• LogP: 1.96970
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99%min ^*data from raw suppliers

BENZAMIDE, N-CYCLOPROPYL- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1NC(=O)C2=CC=CC=C2

Technology Process of N-Cyclopropylbenzamide

There total 27 articles about N-Cyclopropylbenzamide 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: 96.0%

benzoic acid (65-85-0,8013-63-6) + Cyclopropylamine (765-30-0) → N-cyclopropylbenzamide (15205-35-3)

Guidance literature:

benzoic acid; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

Cyclopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.75h; Further stages.;

DOI:10.1055/s-2007-965918

Reference yield: 94.0%

benzoyl chloride (98-88-4) + Cyclopropylamine (765-30-0) → N-cyclopropylbenzamide (15205-35-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1002/anie.202007864 DOI:10.1021/jacs.1c06700

Reference yield: 83.0%

methyl (Z)-3-(cyclopropylamino)-3-phenylacrylate + benzoyl chloride (98-88-4) → N-cyclopropylbenzamide (15205-35-3)

Guidance literature:

methyl (Z)-3-(cyclopropylamino)-3-phenylacrylate; With ammonium hexafluorophosphate; iodine; In 1,2-dichloro-ethane; at 0 - 25 ℃; for 5h;

benzoyl chloride; With triethylamine; In dichloromethane; at 0 ℃; for 16h;

DOI:10.1021/acs.orglett.1c03859

upstream raw materials:

benzoyl chloride

Cyclopropylamine

N-cyclopropyl-N-methylbenzamide

benzoic acid

Refernces

• 1、 Nguyen, Tin V. T.,Wang, Ming-Ming,Waser, Jerome. "Diamine Synthesis via the Nitrogen-Directed Azidation of σ- And π-C-C Bonds". supporting information. p. 11969 - 11975. Retrieved 2021/08/24.
• 2、 Chen, Wei,Liu, Sicheng,Liu, Tingting,Majeed, Irfan,Ye, Xiaojing,Zeng, Zhuo,Zhang, Yuqi,Zhu, Yulin. "NaOTs-promoted transition metal-free C-N bond cleavage to form C-X (X = N, O, S) bonds". . p. 8566 - 8571. Retrieved 2021/10/20.