2-AMINO-5-BROMOBENZOPHENONE

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2-AMINO-5-BROMOBENZOPHENONE Basic information
Product Name:2-AMINO-5-BROMOBENZOPHENONE
Synonyms:2-Amino-5-bromobenzophenone, >=97%;5-BROMO-2-AMINOBENZOPHENONE;2-AMINO-5-BROMOBENZOPHENONE;(2-AMINO-5-BROMO-PHENYL)-PHENYL-METHANONE;2-BENZOYL-4-BROMOANILINE;IFLAB-BB F1386-0357;Methanone, (2-amino-5-bromophenyl)phenyl-;2-Benzoyl-4-bromoaniline 5-Bromo-2-aminobenzophenone
CAS:39859-36-4
MF:C13H10BrNO
MW:276.13
EINECS:202-303-5
Product Categories:Aromatic Benzophenones & Derivatives (substituted);API intermediates
Mol File:39859-36-4.mol
2-AMINO-5-BROMOBENZOPHENONE Structure
2-AMINO-5-BROMOBENZOPHENONE Chemical Properties
Melting point 109-113℃
Boiling point 424.6±35.0 °C(Predicted)
density 1.484±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml
pka-0.01±0.10(Predicted)
form Powder
color Yellow
InChIInChI=1S/C13H10BrNO/c14-10-6-7-12(15)11(8-10)13(16)9-4-2-1-3-5-9/h1-8H,15H2
InChIKeyLXJVUGANBDAASB-UHFFFAOYSA-N
SMILESC(C1=CC(Br)=CC=C1N)(C1=CC=CC=C1)=O
CAS DataBase Reference39859-36-4(CAS DataBase Reference)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
HS Code 2922.39.4500
HazardClass 6.1
MSDS Information
2-AMINO-5-BROMOBENZOPHENONE Usage And Synthesis
Chemical PropertiesPale Yellow Solid
Uses2-Amino-5-bromobenzophenone is a benzophenone (B204980) derivative that is widely used in the synthesis of pharmaceutical compounds.
Synthesis
2-Aminobenzophenone

2835-77-0

2-AMINO-5-BROMOBENZOPHENONE

39859-36-4

The general procedure for the synthesis of 2-benzoyl-4-bromoaniline from 2-aminobenzophenone is as follows: reference is made to the synthesis of Example A16 (2-amino-5-bromophenyl)-phenyl-methanone, which can be accessed from US 20040127536 A1 and is based on the work of D. Roche, K. Prasad, O. Repic, TJ Blacklock in Tetrahedron Lett. 41, 2083-2085 (2000). This was done as follows: 2-aminobenzophenone (30 g, 152 mmol) was suspended in acetic acid (300 mL). Potassium bromide (19.9 g, 167 mmol), sodium perborate tetrahydrate (28 g, 183 mmol) and ammonium molybdate tetrahydrate (1.5 g) were subsequently added and the mixture was stirred continuously for 3 h at 0 °C. The dense yellow precipitate formed during the reaction was washed with ice water (300 mL) and subsequently separated by filtration, washed again with ice water and dried. Finally, 40.3 g (96% yield) of yellow solid product was obtained. Mass spectrometry analysis showed: m/z = 276 (M).

References[1] Tetrahedron, 2007, vol. 63, # 13, p. 2811 - 2823
[2] Patent: US2006/94754, 2006, A1. Location in patent: Page/Page column 11
[3] Organic Letters, 2010, vol. 12, # 12, p. 2841 - 2843
[4] Chemical Communications, 2010, vol. 46, # 29, p. 5244 - 5246
[5] European Journal of Organic Chemistry, 2017, vol. 2017, # 31, p. 4600 - 4608
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