(4-((2-Amino-4-bromophenyl)amino)-2-chlorophenyl)(2-methylphenyl)methanone

Base Information

• Chemical Name: (4-((2-Amino-4-bromophenyl)amino)-2-chlorophenyl)(2-methylphenyl)methanone
• CAS No.: 321351-00-2
• Molecular Formula: C20H16BrClN2O
• Molecular Weight: 415.717
• Hs Code.: 2922399090
• UNII: MV2RHJ680O
• DSSTox Substance ID: DTXSID70185914
• Wikidata: Q27163307
• ChEMBL ID: CHEMBL347496
• Mol file: 321351-00-2.mol

Synonyms:EO 1428;321351-00-2;EO-1428;UNII-MV2RHJ680O;MV2RHJ680O;(4-((2-Amino-4-bromophenyl)amino)-2-chlorophenyl)(2-methylphenyl)methanone;p38 MAP Kinase Inhibitor VIII;CHEMBL347496;[4-(2-amino-4-bromoanilino)-2-chlorophenyl]-(2-methylphenyl)methanone;Methanone, (4-((2-amino-4-bromophenyl)amino)-2-chlorophenyl)(2-methylphenyl)-;[4-[(2-Amino-4-bromophenyl)amino]-2-chlorophenyl](2-methylphenyl)methanone;{4-[(2-amino-4-bromophenyl)amino]-2-chlorophenyl}(2-methylphenyl)methanone;(2-METHYLPHENYL)-[4-[(2-AMINO-4-BROMOPHENYL)AMINO]-2-CHLOROPHENYL]METHANONE;SCHEMBL745376;CHEBI:91468;DTXSID70185914;HMS3229J13;HMS3266H20;HMS3413F20;HMS3677F20;WMA35100;BDBM50136885;AKOS024457329;NCGC00346804-01;NCGC00346804-02;HY-108647;CS-0029384;EC-000.2398;A16037;J-018646;BRD-K42452249-001-01-7;Q27163307;p38 MAP Kinase Inhibitor VIII - CAS 321351-00-2;(4-(2-amino-4-bromophenylamino)-2-chlorophenyl)(o-tolyl)methanone;[4-(2-Amino-4-bromo-phenylamino)-2-chloro-phenyl]-o-tolyl-methanone;479543-48-1

Chemical Property of (4-((2-Amino-4-bromophenyl)amino)-2-chlorophenyl)(2-methylphenyl)methanone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 515.935oC at 760 mmHg
• Flash Point: 265.828oC
• PSA: 55.12000
• Density: 1.483g/cm3
• LogP: 6.62190
• Storage Temp.: Store at +4°C
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 414.01345
• Heavy Atom Count: 25
• Complexity: 463

Purity/Quality:

97% ^*data from raw suppliers

EO 1428 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=CC=C1C(=O)C2=C(C=C(C=C2)NC3=C(C=C(C=C3)Br)N)Cl
• Uses: EO 1428 is a p38 MAP kinase inhibitor with high antiinflammatory activity.

Technology Process of (4-((2-Amino-4-bromophenyl)amino)-2-chlorophenyl)(2-methylphenyl)methanone

There total 6 articles about (4-((2-Amino-4-bromophenyl)amino)-2-chlorophenyl)(2-methylphenyl)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: 98.0%

{4-[(4-bromo-2-nitrophenyl)amino]-2-chlorophenyl}(2-methylphenyl)methanone (321378-18-1) → {4-[(2-amino-4-bromophenyl)amino]-2-chlorophenyl}(2-methylphenyl)methanone (321351-00-2)

Guidance literature:

With tin(ll) chloride; In ethanol; at 70 ℃; for 2h;

DOI:10.1021/jm030851s

Reference yield:

2-chloro-4-nitrobenzoic acid (99-60-5) → {4-[(2-amino-4-bromophenyl)amino]-2-chlorophenyl}(2-methylphenyl)methanone (321351-00-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: SOCl₂ / toluene; dimethylformamide / 2 h / Heating

2.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C

2.2: ZnCl₂ / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

2.3: 76 percent / Pd(PPh₃)4 / tetrahydrofuran; hexane / 0 - 20 °C

3.1: 96 percent / SnCl₂*2H₂O / ethanol / 2 h / 70 °C

4.1: 47 percent / KOtBu / dimethylsulfoxide / 18 h / 20 °C

5.1: 98 percent / SnCl₂*2H₂O / ethanol / 2 h / 70 °C

With n-butyllithium; thionyl chloride; potassium tert-butylate; tin(ll) chloride; In tetrahydrofuran; ethanol; hexane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm030851s

Reference yield:

2-chloro-4-nitrobenzoyl chloride (7073-36-1) → {4-[(2-amino-4-bromophenyl)amino]-2-chlorophenyl}(2-methylphenyl)methanone (321351-00-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C

1.2: ZnCl₂ / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

1.3: 76 percent / Pd(PPh₃)4 / tetrahydrofuran; hexane / 0 - 20 °C

2.1: 96 percent / SnCl₂*2H₂O / ethanol / 2 h / 70 °C

3.1: 47 percent / KOtBu / dimethylsulfoxide / 18 h / 20 °C

4.1: 98 percent / SnCl₂*2H₂O / ethanol / 2 h / 70 °C

With n-butyllithium; potassium tert-butylate; tin(ll) chloride; In tetrahydrofuran; ethanol; hexane; dimethyl sulfoxide;

DOI:10.1021/jm030851s

upstream raw materials:

{4-[(4-bromo-2-nitrophenyl)amino]-2-chlorophenyl}(2-methylphenyl)methanone

2-chloro-4-nitrobenzoic acid

2-chloro-4-nitrobenzoyl chloride

(4-amino-2-chlorophenyl)(2-methylphenyl)methanone

Downstream raw materials:

N-[2-({3-Chloro-4-[(2-methylphenyl)carbonyl]phenyl}amino)benzyl]-2,2,2-trifluoroethanesulfonamide

N-[5-Bromo-2-({3-chloro-4-[(2-methylphenyl)carbonyl]phenyl}amino)phenyl]-2,2,2-trifluoroethanesulfonamide

diethyl 2-{[5-bromo-2-({3-chloro-4-[(2-methylphenyl)carbonyl]phenyl}amino)phenyl]amino}-2-oxoethylphosphonate