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25625-57-4

25625-57-4 Structure

25625-57-4 Structure
IdentificationBack Directory
[Name]

2-Bromo-3'-(trifluoromethyl)acetanilide
[CAS]

25625-57-4
[Synonyms]

2-Bromo-N-(3-(trifluoromethyl)
2-Bromo-3'-(trifluoromethyl)acetanilide
2-Bromo-3'-(trifluoromethyl)acetanilide 98%
2-bromo-N-[3-(trifluoromethyl)phenyl]ethanamide
2(3H)-Benzoxazolone,6-bromo-5-(triphenylmethyl)-
[Molecular Formula]

C9H7BrF3NO
[MDL Number]

MFCD00859566
[MOL File]

25625-57-4.mol
[Molecular Weight]

282.06
Chemical PropertiesBack Directory
[Boiling point ]

339.6±42.0 °C(Predicted)
[density ]

1.666±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

11.98±0.70(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)
GHS02
[Signal word ]

Warning
[Hazard statements ]

H228
[Precautionary statements ]

P403-P501c
[HS Code ]

2924297099
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromo-3'-(trifluoromethyl)acetanilide(25625-57-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-Aminobenzotrifluoride

98-16-8

Bromoacetyl bromide

598-21-0

2-Bromo-3'-(trifluoromethyl)acetanilide

25625-57-4

1. 3-(Trifluoromethyl)aniline (2.0 g, 0.012 mol) was dissolved in dichloromethane (60 ml) under argon protection with stirring. 2. Bromoacetyl bromide (1.2 ml, 0.0137 mol) was slowly added dropwise to the above solution over a period of 10 min, during which the formation of a white precipitate was observed. 3. the reaction mixture was slowly warmed to room temperature and stirring was continued for 1.5 hours. 4. Solid sodium bicarbonate (1.65 g, 0.0196 mol) was added and stirring was continued for 40 minutes. 5. The reaction mixture was treated with water (100 ml), stirred for 10 minutes and then the dichloromethane layer was separated by a phase separation column. 6. The separated methylene chloride layer was concentrated under vacuum to give 2-bromo-N-(3-(trifluoromethyl)phenyl)acetamide as a colorless oil (3.65 g, 100% yield). 7. The product was analyzed by mass spectrometry (ESI). 7. The product was confirmed by mass spectrometry (electrospray LC/MS): the measured value of 282 (MH+) was consistent with the theoretical value of C9H7BrF3NO (281). Retention time 2.74 min. 8. 1H NMR (CDCl3; 400 MHz) data: δ 4.05 (2H, s), 7.40-7.53 (2H, m), 7.76 (1H, d), 7.83 (1H, s), 8.24 (1H, br s).

[References]

[1] Patent: WO2008/92872, 2008, A1. Location in patent: Page/Page column 40
[2] Patent: WO2008/92877, 2008, A2. Location in patent: Page/Page column 36-37
[3] Patent: WO2008/92878, 2008, A1. Location in patent: Page/Page column 41-42
[4] Patent: WO2009/34062, 2009, A1. Location in patent: Page/Page column 29-30
[5] European Journal of Medicinal Chemistry, 2014, vol. 86, p. 420 - 437
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