Reacción #985261

ord-5604215748e24f859d16b9a30f4d0eab

Ecuación de reacción

O=C(Cl)c1ccc([N+](=O)[O-])cc1
4-nitrobenzoyl chloride
Nc1ccccc1S
2-aminothiophenol
O=[N+]([O-])c1ccc(-c2nc3ccccc3s2)cc1
product
Rendimiento 73.2%
O=[N+]([O-])c1ccc(-c2nc3ccccc3s2)cc1
2-(4-Nitrophenyl)benzothiazole
Rendimiento 73.2%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe reaction was quenched with water (20 mL)
  2. 2
    OtroThe aqueous layer was separated
  3. 3
    Extracciónextracted with ethyl acetate (3×10 ml)
  4. 4
    OtroThe combined organic layers were dried
  5. 5
    Otroevaporated
  6. 6
    OtroThe crude product was purified
  7. 7
    Otrowith flush column, (hexane:ethyl acetate=85:15)

Procedimiento

A solution of 4-nitrobenzoyl chloride (1.49 g, 8.0 mmol) in benzene anhydrous, 10 mL) was added dropwise to 2-aminothiophenol (1.0 g, 8.0 mmol in 10 ml of benzene) at room temperature. The reaction mixture was allowed to stir for 16 hr. The reaction was quenched with water (20 mL). The aqueous layer was separated and extracted with ethyl acetate (3×10 ml). The combined organic layers were dried and evaporated. The crude product was purified with flush column, (hexane:ethyl acetate=85:15) to give 1.5 g (73.2%) of product as light yellow solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07351401B2uspto-grants-2008_04