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

InChI

InChI=1S/C13H10BrNO/c14-10-6-7-12(15)11(8-10)13(16)9-4-2-1-3-5-9/h1-8H,15H2

InChIKey

LXJVUGANBDAASB-UHFFFAOYSA-N

SMILES

C(C1=CC(Br)=CC=C1N)(C1=CC=CC=C1)=O

CAS DataBase Reference

39859-36-4(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

2922.39.4500

HazardClass 

6.1

2-AMINO-5-BROMOBENZOPHENONE Usage And Synthesis

Chemical Properties

Pale Yellow Solid

Uses

2-Amino-5-bromobenzophenone is a benzophenone (B204980) derivative that is widely used in the synthesis of pharmaceutical compounds.

Synthesis

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

2-AMINO-5-BROMOBENZOPHENONE(39859-36-4)Related Product Information

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• 2-AMINO-4-BROMOBENZOPHENONE,2-AMINO-4-BROMOBENZOPHENONE 95%
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