2-bromo-N-(3-methoxyphenyl)acetamide

Base Information

• Chemical Name: 2-bromo-N-(3-methoxyphenyl)acetamide
• CAS No.: 29182-94-3
• Molecular Formula: C9H10BrNO2
• Molecular Weight: 244.088
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID40392274
• Wikidata: Q82190358
• Mol file: 29182-94-3.mol

Synonyms:2-bromo-N-(3-methoxyphenyl)acetamide;29182-94-3;MFCD02974364;2-bromo-N-(3-methoxy-phenyl)-acetamide;SCHEMBL11637854;DTXSID40392274;STL067052;3-Pentanol, 3-methyl-, 3-carbamate;AKOS000319550;LS-03570;CS-0314979;FT-0683287

Chemical Property of 2-bromo-N-(3-methoxyphenyl)acetamide

Chemical Property:

• Vapor Pressure: 4.11E-06mmHg at 25°C
• Boiling Point: 384.4oC at 760 mmHg
• Flash Point: 186.3oC
• PSA: 38.33000
• Density: 1.528g/cm3
• LogP: 2.10160
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 242.98949
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-N-(3-methoxyphenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)NC(=O)CBr

Technology Process of 2-bromo-N-(3-methoxyphenyl)acetamide

There total 3 articles about 2-bromo-N-(3-methoxyphenyl)acetamide 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%

2-bromoacetyl chloride (22118-09-8) + m-Anisidine (536-90-3,918666-97-4) → 2-bromo-N-(3-methoxy-phenyl)-acetamide (29182-94-3)

Guidance literature:

With potassium carbonate; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm501527z

Reference yield: 91.0%

m-Anisidine (536-90-3,918666-97-4) + 2-Bromoacetyl bromide (598-21-0) → 2-bromo-N-(3-methoxy-phenyl)-acetamide (29182-94-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1134/S107036322101014X

Reference yield: 78.0%

→ 2-bromo-N-(3-methoxy-phenyl)-acetamide (29182-94-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -78 - 25 ℃;

upstream raw materials:

m-Anisidine

2-Bromoacetyl bromide

2-bromoacetyl chloride

Downstream raw materials:

1-[(3-methoxy-phenylcarbamoyl)-methyl]-5-methyl-1H-pyrazole-3-carboxylic acid ethyl ester

C₁₆H₁₉N₃O₄

Refernces

• 1、 Zeng, Qing–Xuan,Wang, Kun,Zhang, Xin,Shi, Yu-Long,Dou, Yue–Ying,Guo, Zhi–Hao,Zhang, Xin–Tong,Zhang, Na,Deng, Hong–Bin,Li, Ying–Hong,Song, Dan–Qing. "Structure–activity relationship and biological evaluation of 12 N-substituted aloperine derivatives as PD-L1 down-regulatory agents through proteasome pathway". . . Retrieved 2021/10/22.
• 2、 Leung, Euphemia,Pilkington, Lisa I.,van Rensburg, Michelle,Jeon, Chae Yeon,Song, Mirae,Arabshahi, Homayon J.,De Zoysa, Gayan Heruka,Sarojini, Vijayalekshmi,Denny, William A.,Reynisson, Jóhannes,Barker, David. "Synthesis and cytotoxicity of thieno[2,3-b]quinoline-2-carboxamide and cycloalkyl[b]thieno[3,2-e]pyridine-2-carboxamide derivatives". supporting information. p. 1142 - 1154. Retrieved 2019/05/24.