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827-25-8

827-25-8 Structure

827-25-8 Structure
IdentificationMore
[Name]

2-BROMO-4-CHLORO-6-NITROPHENYLAMINE
[CAS]

827-25-8
[Synonyms]

2-BROMO-4-CHLORO-6-NITROANILINE
2-BROMO-4-CHLORO-6-NITROPHENYLAMINE
2-Bromo-4-chloro-6-nitrobenzenamine
[Molecular Formula]

C6H4BrClN2O2
[MDL Number]

MFCD08275709
[Molecular Weight]

251.47
[MOL File]

827-25-8.mol
Chemical PropertiesBack Directory
[Melting point ]

106 °C
[Boiling point ]

329.3±37.0 °C(Predicted)
[density ]

1.909±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[pka]

-3.20±0.25(Predicted)
[Appearance]

White to yellow Solid
[CAS DataBase Reference]

827-25-8(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[Hazard Codes ]

Xi
[HS Code ]

2921420090
Hazard InformationBack Directory
[Synthesis Reference(s)]

Tetrahedron Letters, 35, p. 7055, 1994 DOI: 10.1016/0040-4039(94)88224-X
[Synthesis]

4-Chloro-2-nitroaniline

89-63-4

2-BROMO-4-CHLORO-6-NITROPHENYLAMINE

827-25-8

General procedure for the synthesis of 2-nitro-4-chloro-6-bromoaniline from 4-chloro-2-nitroaniline: 4-chloro-2-nitroaniline (5.1 g, 30 mmol) and N-bromosuccinimide (6.2 g, 36 mmol) were dissolved in acetonitrile (50 mL) and the reaction was heated to reflux overnight. After completion of the reaction, the mixture was cooled to room temperature and diluted with ethyl acetate (50 mL). Subsequently, the mixture was washed with saturated aqueous potassium carbonate (100 mL x 2). The organic phase was separated, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target compound 2-nitro-4-chloro-6-bromoaniline (109a) as a yellow solid (8.1 g, 100% yield).LCMS analysis showed [M + H]+ of 253.1 H NMR (500 MHz, CDCl3) δ 8.17 (d, J = 2.5 Hz, 1H), 1 H 7.71 (d, J = 2.5 Hz, 1H), 6.64 (s, 2H).

[References]

[1] Patent: US2013/116262, 2013, A1. Location in patent: Paragraph 0260
[2] Patent: WO2018/13776, 2018, A1. Location in patent: Page/Page column 108
[3] Patent: WO2018/13770, 2018, A1. Location in patent: Page/Page column 80
[4] Patent: WO2018/13774, 2018, A1. Location in patent: Page/Page column 155
[5] Tetrahedron Letters, 1994, vol. 35, # 38, p. 7055 - 7056
Spectrum DetailBack Directory
[Spectrum Detail]

2-BROMO-4-CHLORO-6-NITROPHENYLAMINE(827-25-8)1HNMR
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