N-(4-bromo-2,6-dimethylphenyl)-2-(diethylamino)acetamide

Base Information

• Chemical Name: N-(4-bromo-2,6-dimethylphenyl)-2-(diethylamino)acetamide
• CAS No.: 17060-81-0
• Molecular Formula: C14H21BrN2O
• Molecular Weight: 313.2333
• DSSTox Substance ID: DTXSID40168911
• Wikidata: Q83038532
• Mol file: 17060-81-0.mol

Synonyms:17060-81-0;4'-Bromo-2-(diethylamino)-2',6'-acetoxylidide;N-(4-bromo-2,6-dimethylphenyl)-2-(diethylamino)acetamide;2',6'-ACETOXYLIDIDE, 4'-BROMO-2-(DIETHYLAMINO)-;A 1411;starbld0031481;C14H21BrN2O;DTXSID40168911;2/',6/'-Acetoxylidide, 4/'-bromo-2-(diethylamino)-

Chemical Property of N-(4-bromo-2,6-dimethylphenyl)-2-(diethylamino)acetamide

Chemical Property:

• Vapor Pressure: 2.44E-06mmHg at 25°C
• Boiling Point: 391.6°Cat760mmHg
• Flash Point: 190.6°C
• Density: 1.28g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 312.08373
• Heavy Atom Count: 18
• Complexity: 257

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CC(=O)NC1=C(C=C(C=C1C)Br)C

Technology Process of N-(4-bromo-2,6-dimethylphenyl)-2-(diethylamino)acetamide

There total 3 articles about N-(4-bromo-2,6-dimethylphenyl)-2-(diethylamino)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: 36.0%

2-diethylamino-N-(2,6-dimethylphenyl)-acetamide (137-58-6) → 2-(diethylamino)-N-(4-bromo-2,6-dimethylphenyl)acetamide (17060-81-0)

Guidance literature:

With sodium anthraquinone-2-sulfonate; trifluoroacetic acid; sodium bromide; In water; acetonitrile; at 20 ℃; for 4h; regioselective reaction; Irradiation; Sealed tube;

DOI:10.1002/adsc.201701276

Reference yield:

4-bromo-2,6-dimethylphenylamine (24596-19-8) → 2-(diethylamino)-N-(4-bromo-2,6-dimethylphenyl)acetamide (17060-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; sodium acetate / water

2: toluene / 1 h / Reflux

With sodium acetate; acetic acid; In water; toluene;

DOI:10.1002/ejoc.201300419

Reference yield:

C10H11BrClNO (17058-74-1) + diethylamine (109-89-7) → 2-(diethylamino)-N-(4-bromo-2,6-dimethylphenyl)acetamide (17060-81-0)

Guidance literature:

In toluene; for 1h; Reflux;

DOI:10.1002/ejoc.201300419

upstream raw materials:

4-bromo-2,6-dimethylphenylamine

C₁₀H₁₁BrClNO

diethylamine

2-diethylamino-N-(2,6-dimethylphenyl)-acetamide

Refernces

• 1、 Ronnest, Mads H.,Nissen, Felix,Pedersen, Palle J.,Larsen, Thomas O.,Mier, Walter,Clausen, Mads H.. "A mild method for regioselective labeling of aromatics with radioactive iodine". . p. 3970 - 3973. Retrieved 2013/07/19.