(2-Amino-5-bromophenyl)(P-tolyl)methanone

Base Information

• Chemical Name: (2-Amino-5-bromophenyl)(P-tolyl)methanone
• CAS No.: 5621-60-3
• Molecular Formula: C14H12BrNO
• Molecular Weight: 290.159
• DSSTox Substance ID: DTXSID20354557
• Wikidata: Q82132779
• ChEMBL ID: CHEMBL1371255
• Mol file: 5621-60-3.mol

Synonyms:5621-60-3;(2-AMINO-5-BROMOPHENYL)(P-TOLYL)METHANONE;(2-amino-5-bromophenyl)-(4-methylphenyl)methanone;ST50264022;Oprea1_062341;Oprea1_753199;MLS000764525;SCHEMBL4259849;CHEMBL1371255;DTXSID20354557;OCHXQKDWNREAJT-UHFFFAOYSA-N;HMS2666C03;AKOS000540764;CCG-202855;SMR000290130;4-BROMO-2-(4-METHYLBENZOYL)ANILINE;CS-0331763;EU-0099876;(2-Amino-5-bromophenyl)(4-methylphenyl)methanone;SR-01000596933;SR-01000596933-1

Chemical Property of (2-Amino-5-bromophenyl)(P-tolyl)methanone

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 289.01023
• Heavy Atom Count: 17
• Complexity: 273

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)C2=C(C=CC(=C2)Br)N

Technology Process of (2-Amino-5-bromophenyl)(P-tolyl)methanone

There total 5 articles about (2-Amino-5-bromophenyl)(P-tolyl)methanone 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: 63.2%

2-amino-5-bromo-N-methoxy-N-methyl-benzamide (304854-54-4) + para-methylphenylmagnesium bromide (4294-57-9) → (2-amino-5-bromophenyl)-(4-methylphenyl)methanone (5621-60-3)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1021/jm101236h

Reference yield:

2-amino-4'-methylbenzophenone (36192-63-9) → (2-amino-5-bromophenyl)-(4-methylphenyl)methanone (5621-60-3)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/acs.jmedchem.0c00298

Reference yield:

5-bromoisatoic anhydride (4692-98-2) → (2-amino-5-bromophenyl)-(4-methylphenyl)methanone (5621-60-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / ethanol / 0.5 h / 20 °C

1.2: 2 °C / Reflux

2.1: tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

With triethylamine; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1021/jm101236h

upstream raw materials:

2-amino-5-bromo-N-methoxy-N-methyl-benzamide

para-methylphenylmagnesium bromide

5-bromoisatoic anhydride

5-Bromo-2-aminobenzoic acid

Downstream raw materials:

6-bromo-4-(4-methylphenyl)quinolin-2-amine

tert-butyl {[6-(2,5-dioxopiperazin-1-yl)-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-3-yl]methyl}carbamate

tert-butyl N-[(benzyloxy)carbonyl]glycyl-N-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]glycinate

tert-butyl N-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl]glycinate