4-bromo-N,N-diethylbenzamide

Base Information

• Chemical Name: 4-bromo-N,N-diethylbenzamide
• CAS No.: 5892-99-9
• Molecular Formula: C11H14BrNO
• Molecular Weight: 256.142
• Hs Code.: 2924299090
• European Community (EC) Number: 675-609-3
• DSSTox Substance ID: DTXSID90403723
• Nikkaji Number: J778.181D
• Wikidata: Q82207473
• Mol file: 5892-99-9.mol

Synonyms:4-bromo-N,N-diethylbenzamide;5892-99-9;n,n-diethyl 4-bromobenzamide;N,N-Diethyl-4-bromobenzamide;N, N-diethyl-4-bromobenzamide;N,N-diethyl-4-bromo-benzamide;SCHEMBL1934529;DTXSID90403723;Benzamide, 4-bromo-N,N-diethyl-;MFCD00463697;AKOS000173229;AM87082;PS-3503;CS-0130598;FT-0717168;EN300-195724;N10165;A832079

Chemical Property of 4-bromo-N,N-diethylbenzamide

Chemical Property:

• Vapor Pressure: 5.38E-05mmHg at 25°C
• Melting Point: 61-66°C
• Refractive Index: 1.547
• Boiling Point: 347.4°C at 760 mmHg
• Flash Point: 163.9°C
• PSA: 20.31000
• Density: 1.32g/cm³
• LogP: 2.93110
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DCM, Ethyl Acetate
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 255.02588
• Heavy Atom Count: 14
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

N,N-Diethyl-4-bromobenzamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)C1=CC=C(C=C1)Br
• Uses: N,N-Diethyl-4-bromobenzamide is an intermediate in the synthesis of SNC 80 (S590000), a highly selective and potent non-peptide ?-agonist, 2000-fold selective over u-receptors.

Technology Process of 4-bromo-N,N-diethylbenzamide

There total 13 articles about 4-bromo-N,N-diethylbenzamide 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: 98.0%

diethylamine (109-89-7) + 4-chlorobenzoyl chloride (586-75-4) → 4-bromo-N,N-diethylbenzamide (5892-99-9)

Guidance literature:

With triethylamine; In dichloromethane; at -10 - 20 ℃; for 0.5h;

Reference yield: 92.0%

4-Bromobenzoic acid (586-76-5) + diethylamine (109-89-7) → 4-bromo-N,N-diethylbenzamide (5892-99-9)

Guidance literature:

With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 5h;

DOI:10.1039/c9ob00699k

Reference yield: 91.0%

carbon monoxide (201230-82-2) + 1,4-bromoiodobenzene (589-87-7) + diethylamine (109-89-7) → 4-bromo-N,N-diethylbenzamide (5892-99-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 3h; under 750.075 Torr; chemoselective reaction; Autoclave;

DOI:10.1007/s11243-015-9990-6

upstream raw materials:

diethylamine

C₁₂H₁₃BrO₃

4-chlorobenzoyl chloride

2-(diethylamino)-2-oxoacetic acid

Downstream raw materials:

4-(diethylaminocarbonyl)benzoic acid

1-(4-bromophenyl)-N,N-diethylmethanamine

p-(3-hydroxy-3-methyl-1-butynyl)-N,N-diethylbenzamide

4-amino-N,N-diethylbenzamide