3-Bromo-N-(4-bromophenyl)propanamide

Base Information

• Chemical Name: 3-Bromo-N-(4-bromophenyl)propanamide
• CAS No.: 7661-10-1
• Molecular Formula: C9H9Br2NO
• Molecular Weight: 306.985
• Hs Code.: 2924190090
• NSC Number: 98134
• DSSTox Substance ID: DTXSID10997937
• Wikidata: Q82990275
• Mol file: 7661-10-1.mol

Synonyms:3-Bromo-N-(4-bromophenyl)propanamide;7661-10-1;N1-(4-bromophenyl)-3-bromopropanamide;NSC98134;SCHEMBL22397597;DTXSID10997937;ZFUGLAQIZREBFH-UHFFFAOYSA-N;MFCD00124398;NSC-98134;N-(4-Bromophenyl)-3-bromopropanamide;PS-9925;3-Bromo-N-(4-bromophenyl)propanamide #;CS-0319452;FT-0755859;D87615

Chemical Property of 3-Bromo-N-(4-bromophenyl)propanamide

Chemical Property:

• Vapor Pressure: 3.34E-07mmHg at 25°C
• Boiling Point: 418.2°Cat760mmHg
• Flash Point: 206.7°C
• PSA: 29.10000
• Density: 1.823g/cm³
• LogP: 3.24560
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 306.90304
• Heavy Atom Count: 13
• Complexity: 167

Purity/Quality:

99%min ^*data from raw suppliers

N1-(4-Bromophenyl)-3-bromopropanamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)CCBr)Br

Technology Process of 3-Bromo-N-(4-bromophenyl)propanamide

There total 2 articles about 3-Bromo-N-(4-bromophenyl)propanamide 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: 98.9%

3-Bromopropionyl chloride (15486-96-1) + 4-bromo-aniline (106-40-1) → 3-bromo-N-(4-bromophenyl)propanamide (7661-10-1)

Guidance literature:

With potassium carbonate; In 1,2-dichloro-ethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b01270

Reference yield:

→ 3-bromo-N-(4-bromophenyl)propanamide (7661-10-1)

Guidance literature:

DOI:10.1021/jo01279a095 DOI:10.1021/jo01263a011

Reference yield: 72.0%

morpholine (110-91-8,99108-56-2) + 3-bromo-N-(4-bromophenyl)propanamide (7661-10-1) → N-(4-bromophenyl)-3-morpholinopropanamide (461400-41-9)

Guidance literature:

With triethylamine; sodium iodide; In N,N-dimethyl-formamide; for 16h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.02.052

upstream raw materials:

3-Bromopropionyl chloride

4-bromo-aniline

Downstream raw materials:

N-(4-bromophenyl)azetidin-2-one

N-(4-bromophenyl)-3-morpholinopropanamide

3-morpholino-N-(4-(pyridin-3-yl)phenyl)propanamide

6-bromo-2,3-dihydro-4(1H)-quinolinone

Refernces

• 1、 Harland, Aubrie A.,Yeomans, Larisa,Griggs, Nicholas W.,Anand, Jessica P.,Pogozheva, Irina D.,Jutkiewicz, Emily M.,Traynor, John R.,Mosberg, Henry I.. "Further Optimization and Evaluation of Bioavailable, Mixed-Efficacy μ-Opioid Receptor (MOR) Agonists/δ-Opioid Receptor (DOR) Antagonists: Balancing MOR and DOR Affinities". . p. 8952 - 8969. Retrieved 2015/12/09.
• 2、 Harris, Stephen J.,Kinahan, Audrey M.,Meegan, Mary J.,Prendergast, Rhona C.. "Synthesis of 1-Arylazetidin-2-ones using Calixarenes as Phase-transfer Catalysts". . p. 1832 - 1845. Retrieved 2007/10/02.