N-benzyl-2-bromo-5-fluorobenzamide

Base Information

• Chemical Name: N-benzyl-2-bromo-5-fluorobenzamide
• CAS No.: 951884-18-7
• Molecular Formula: C14H11BrFNO
• Molecular Weight: 308.15
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60429339
• Wikidata: Q82242343
• Mol file: 951884-18-7.mol

Synonyms:N-benzyl-2-bromo-5-fluorobenzamide;951884-18-7;N-Benzyl 2-bromo-5-fluorobenzamide;DTXSID60429339;MFCD09800916;AKOS000176672;BS-23710;Z99081504

Chemical Property of N-benzyl-2-bromo-5-fluorobenzamide

Chemical Property:

• PSA: 29.10000
• LogP: 3.90910
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 307.00080
• Heavy Atom Count: 18
• Complexity: 281

Purity/Quality:

99% ^*data from raw suppliers

N-Benzyl2-bromo-5-fluorobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)C2=C(C=CC(=C2)F)Br

Technology Process of N-benzyl-2-bromo-5-fluorobenzamide

There total 1 articles about N-benzyl-2-bromo-5-fluorobenzamide 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: 91.0%

2-Bromo-5-fluorobenzoic acid (394-28-5) + benzylamine (100-46-9) → N-benzyl-2-bromo-5-fluorobenzamide (951884-18-7)

Guidance literature:

2-Bromo-5-fluorobenzoic acid; With triethylamine; isobutyl chloroformate; In dichloromethane; for 0.25h; Inert atmosphere; Schlenk technique;

benzylamine; In dichloromethane; at 0 ℃;

DOI:10.1002/ejoc.201501170

Reference yield: 93.0%

N-benzyl-2-bromo-5-fluorobenzamide (951884-18-7) → 5-benzyl-3,8-difluorophenanthridin-6(5H)-one

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; cesium fluoride; In N,N-dimethyl acetamide; water; at 140 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201501170

Reference yield: 89.0%

N-benzyl-2-bromo-5-fluorobenzamide (951884-18-7) + phenylacetylene (536-74-3) → (Z)-2-benzyl-3-benzylidene-6-fluoroisoindolin-1-one (1423016-41-4)

Guidance literature:

With copper(II) acetate monohydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; at 130 ℃; for 0.333333h; stereoselective reaction; Microwave irradiation;

DOI:10.3390/molecules18010654

upstream raw materials:

2-Bromo-5-fluorobenzoic acid

benzylamine

Downstream raw materials:

(Z)-2-benzyl-3-benzylidene-6-fluoroisoindolin-1-one

Refernces

• 1、 Liu, Hailong,Han, Weibiao,Li, Chun,Ma, Zhiyong,Li, Ruixiang,Zheng, Xueli,Fu, Haiyan,Chen, Hua. "Practical Synthesis of Phenanthridinones by Palladium-Catalyzed One-Pot C-C and C-N Coupling Reaction: Extending the Substrate Scope to o-Chlorobenzamides". supporting information. p. 389 - 393. Retrieved 2016/02/18.