N-Benzyl-2-bromopropanamide

Base Information

• Chemical Name: N-Benzyl-2-bromopropanamide
• CAS No.: 6653-71-0
• Molecular Formula: C10H12 Br N O
• Molecular Weight: 242.115
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID101031756
• Nikkaji Number: J1.897.031G
• Mol file: 6653-71-0.mol

Synonyms:N-Benzyl-2-bromopropanamide;6653-71-0;(+-)-2-Bromo-N-(phenylmethyl)propanamide;2-Bromo-N-benzylpropanamide;N-Benzyl-2-bromopropionamide;Propanamide, 2-bromo-N-(phenylmethyl)-;75995-58-3;CCRIS 1819;CCRIS 5664;Propionamide, N-benzyl-2-bromo-;(R,S)-2-Bromo-N-benzylpropanamide;N-benzyl-2-bromo-propanamide;Propanamide, 2-bromo-N-(phenylmethyl)-, (+-)-;C10-H12-Br-N-O;2-bromo-N-benzylpropionamide;N-benzyl-2-bromo-propionamide;SCHEMBL2935009;DTXSID101031756;MFCD01696041;STK500466;AKOS000266145;AKOS016345534;LS-02727;LS-119054;LS-124051;CS-0319629;FT-0679319

Chemical Property of N-Benzyl-2-bromopropanamide

Chemical Property:

• Vapor Pressure: 5.45E-06mmHg at 25°C
• Boiling Point: 380.4°C at 760 mmHg
• Flash Point: 183.9°C
• PSA: 29.10000
• Density: 1.385g/cm³
• LogP: 2.47710
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 241.01023
• Heavy Atom Count: 13
• Complexity: 166

Purity/Quality:

98%min ^*data from raw suppliers

N-Benzyl-2-bromopropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)NCC1=CC=CC=C1)Br

Technology Process of N-Benzyl-2-bromopropanamide

There total 5 articles about N-Benzyl-2-bromopropanamide 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%

benzylamine (100-46-9) + 2-Bromopropionyl chloride (7148-74-5) → N-benzyl-2-bromopropanamide (6653-71-0)

Guidance literature:

In benzene; for 5h; Ambient temperature;

Reference yield: 85.0%

2-Bromopropionic acid (598-72-1,10327-08-9) + benzylamine (100-46-9) → N-benzyl-2-bromopropanamide (6653-71-0)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In dichloromethane; at -17 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acschemneuro.1c00351

Reference yield: 77.0%

α-bromopropionyl bromide (563-76-8) + benzylamine (100-46-9) → N-benzyl-2-bromopropanamide (6653-71-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3.5h; Inert atmosphere;

DOI:10.1002/anie.201905174

upstream raw materials:

α-bromopropionyl bromide

benzylamine

2-Bromopropionyl chloride

Ethyl 2-bromopropionate

Downstream raw materials:

2-tert-Butoxycarbonylamino-2-methyl-propionic acid 1-benzylcarbamoyl-ethyl ester

(S)-2-Benzyloxycarbonylamino-propionic acid 1-benzylcarbamoyl-ethyl ester

N?benzyl?2?phenoxypropanamide

(R)-2-phenoxy-N-benzylpropanamide

Refernces

• 1、 Gryz?o, Beata,Zar?ba, Paula,Malawska, Katarzyna,Mazur, Gabriela,Rapacz, Anna,??tka, Kamil,H?fner, Georg C.,Latacz, Gniewomir,Bajda, Marek,Sa?at, Kinga,Wanner, Klaus T.,Malawska, Barbara,Kulig, Katarzyna. "Novel Functionalized Amino Acids as Inhibitors of GABA Transporters with Analgesic Activity". . p. 3073 - 3100. Retrieved 2021/08/24.
• 2、 Chang, Xihao,Zhang, Qinglin,Guo, Chang. "Switchable Smiles Rearrangement for Enantioselective O-Aryl Amination". supporting information. p. 4915 - 4918. Retrieved 2019/06/27.