2-Amino-5-bromo-2'-fluorobenzophenone

Base Information

• Chemical Name: 2-Amino-5-bromo-2'-fluorobenzophenone
• CAS No.: 1479-58-9
• Molecular Formula: C13H9BrFNO
• Molecular Weight: 294.123
• Hs Code.: 29223990
• European Community (EC) Number: 216-037-2
• DSSTox Substance ID: DTXSID60163827
• Nikkaji Number: J23.029D
• Wikidata: Q72437206
• Mol file: 1479-58-9.mol

Synonyms:1479-58-9;2-Amino-5-bromo-2'-fluorobenzophenone;2-Amino-2'-fluoro-5-bromobenzophenone;(2-Amino-5-bromophenyl)(2-fluorophenyl)methanone;Methanone, (2-amino-5-bromophenyl)(2-fluorophenyl)-;C13H9BrFNO;(2-amino-5-bromophenyl)-(2-fluorophenyl)methanone;MFCD00038380;EINECS 216-037-2;4-bromo-2-(2-fluorobenzoyl)aniline;2-Amino-5-Bromo -2'-Fluoro Benzophenone;CBMicro_007093;2-AMINO-5-BROMO-2-FLUOROBENZOPHENONE;Cambridge id 6045901;Oprea1_796893;SCHEMBL638047;(2-amino-5-bromo-phenyl)-(2-fluorophenyl)methanone;C13-H9-Br-F-N-O;DTXSID60163827;CCG-3831;SMSF0012134;amino-5-bromo-2'-fluoro benzophenone;AKOS015889596;CB09462;CS-W009983;PS-7160;2-amino-5-bromo-2'-fluoro-benzophenone;2-Amino-5-bromo-2/'-fluorobenzophenone;SY046585;BIM-0007065.P001;FT-0633586;A808711;SR-01000225959;(2-Amino-5-bromophenyl)(2-fluorophenyl)methanone #;J-008429;SR-01000225959-1;2-Amino-5-bromo-2 inverted exclamation mark -fluorobenzophenone

Chemical Property of 2-Amino-5-bromo-2'-fluorobenzophenone

Chemical Property:

• Appearance/Colour: yellow powder
• Melting Point: 100-104 °C
• Boiling Point: 450.9 °C at 760 mmHg
• PKA: -1.12±0.10(Predicted)
• Flash Point: 226.5 °C
• PSA: 43.09000
• Density: 1.546 g/cm³
• LogP: 3.98260
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 292.98515
• Heavy Atom Count: 17
• Complexity: 287

Purity/Quality:

99% min ^*data from raw suppliers

2-Amino-2’-fluoro-5-bromobenzophenone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C2=C(C=CC(=C2)Br)N)F
• Uses: Intermeidate in the preparation of many GABA modulators

Technology Process of 2-Amino-5-bromo-2'-fluorobenzophenone

There total 4 articles about 2-Amino-5-bromo-2'-fluorobenzophenone 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: 65.0%

o-fluorobromobenzene (1072-85-1) + 2-amino-5-bromo-N-methoxy-N-methyl-benzamide (304854-54-4) → 5-bromo-2'-fluoro-2-aminobenzophenone (1479-58-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -100 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.9b01433

Reference yield:

5-Bromo-1H-indole-2,3-dione (87-48-9) → 5-bromo-2'-fluoro-2-aminobenzophenone (1479-58-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide; dihydrogen peroxide / water / 0.5 h / 50 °C

1.2: pH Ca_. 4

2.1: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C / Inert atmosphere

With 4-methyl-morpholine; n-butyllithium; dihydrogen peroxide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; sodium hydroxide; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.joc.9b01433

Reference yield:

2-amino-5-bromobenzoic acid hydrochloride (74189-16-5) → 5-bromo-2'-fluoro-2-aminobenzophenone (1479-58-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C / Inert atmosphere

With 4-methyl-morpholine; n-butyllithium; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1021/acs.joc.9b01433

upstream raw materials:

o-fluorobromobenzene

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

5-Bromo-1H-indole-2,3-dione

2-amino-5-bromobenzoic acid hydrochloride

Downstream raw materials:

7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one

5-bromo-2-bromoacetamido-2'-fluorobenzophenone

7-bromo-9-(2-fluorophenyl)-3-(trifluoromethyl)-3,4-dihydroacridin-1(2H)-one

1,3-Dicyclohexylurea

Refernces