Hydrochloric Acid → HCID 10848635, compound

Temperature

0 °C

2-Bromo-3,4dichloro-6-nitroaniline (48.3 g, 168.9 mmol), iron powder (30.0 g, 537.2 mmol) and ethanol (1 L) were combined and the resulting suspension was cooled to 0° C. Concentrated hydrochloric acid (37%, 193.0 mL, 2.36 mol) was then added dropwise over 15 min by means of an addition funnel. The resulting mixture was heated to reflux for 1 h, after which time it was allowed to cool to room temperature. The mixture was diluted with water (1.5 L) and the pH was adjusted to approximately 8 by the addition of sodium carbonate. The product was extracted with ethyl acetate (1 L), dried over magnesium sulfate, filtered and the solvents were removed under reduced pressure using a rotary evaporator. The product was crystallized from a methanol/water mixture to afford 34.21 g (79%) of a brown solid; m.p. 128-129° C. Anal. Calcd for C6H5BrCl2N2: C, 28.16; H, 1.97; N, 10.95. Found: C, 28.29; H, 1.96; N, 10.79.

1. temperatureThe resulting mixture was heated
2. temperatureto reflux for 1 h
3. temperatureto cool to room temperature
4. extractionThe product was extracted with ethyl acetate (1 L)
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. customthe solvents were removed under reduced pressure
8. customa rotary evaporator
9. customThe product was crystallized from a methanol/water mixture

ORD record

ord-61a7f4944c184a14aa9f72005a8ed3b9

Source dataset

uspto-grants-2001_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06204249B1