Reacción #1994287

ord-e86de8df2a6547c6adc88e09636516d6

Ecuación de reacción

[Cl][Sn][Cl]
Tin (II) chloride
O=[N+]([O-])c1cc(Cl)c(Cl)cc1F
1,2-dichloro-4-fluoro-5-nitrobenzene
O=C([O-])O.[Na+]
sodium bicarbonate
Nc1cc(Cl)c(Cl)cc1F
title compound
Nc1cc(Cl)c(Cl)cc1F
4,5-Dichloro-2-fluorophenylamine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturato near reflux during the addition
  2. 2
    Temperaturaupon cooling
  3. 3
    Extracciónextracted with ethyl acetate
  4. 4
    LavadoThe organic phase was washed several more times with water
  5. 5
    Otrodried
  6. 6
    Filtraciónfiltered
  7. 7
    Concentraciónconcentrated

Procedimiento

Tin (II) chloride dehydrate (27.0 g, 119.6 mmol) was dissolved in ethanol and 1,2-dichloro-4-fluoro-5-nitrobenzene (5.0 g, 23.8 mmol) was added dropwise. Temperature rose to near reflux during the addition and was complete upon cooling. The reaction mixture was carefully added to saturated aqueous sodium bicarbonate and then extracted with ethyl acetate. The organic phase was washed several more times with water, dried, filtered and concentrated to give the title compound as a yellow solid: 1H NMR (CDCl3): δ 7.17 (d, 1H), 6.84 (d, 1H), 3.78 (br s, 2H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08598085B2uspto-grants-2013_12