N1-(2-CHLORO-6-FLUORO-3-NITROPHENYL)ACETAMIDE Chemical Properties

Boiling point:

375.2±42.0 °C(Predicted)

Density 

1.545±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

12.19±0.70(Predicted)

Appearance

Off-white to brown Solid

Safety Information

HS Code 

2924297099

N1-(2-CHLORO-6-FLUORO-3-NITROPHENYL)ACETAMIDE Usage And Synthesis

Synthesis

Step 2: Preparation of N-(2-chloro-6-fluoro-3-nitrophenyl)acetamide. Sodium nitrate (4.53 g, 53.3 mmol) was dissolved in water (5 mL) and slowly added dropwise to a stirred solution of N-(2-chloro-6-fluorophenyl)acetamide (5 g, 26.7 mmol) in concentrated sulfuric acid (10 mL). After dropwise addition, the resulting yellow solution was stirred at 0 °C for 30 min, then warmed up to room temperature and continued stirring for 12 hours. Upon completion of the reaction, the mixture was poured into water (~250 mL) and the precipitated solid was collected by vacuum filtration. The crude product was purified by recrystallization from acetonitrile to give the title compound in the form of a light brown solid (3.2 g, 49% yield). The product was characterized as follows: 1H NMR (400 MHz, DMSO-d6) δ 10.07 (s, 1H), 8.12 (dd, J = 9.2, 5.0 Hz, 1H), 7.70-7.55 (m, 1H), 2.12 (s, 3H); ESIMS m/z 233 ([M + H]+).

References

[1] Patent: US2018/98541, 2018, A1. Location in patent: Paragraph 1669
[2] Patent: WO2012/85127, 2012, A1. Location in patent: Page/Page column 40
[3] Patent: US2012/322803, 2012, A1. Location in patent: Page/Page column 18

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