Réaction #985261

ord-5604215748e24f859d16b9a30f4d0eab

Équation de réaction

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

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07351401B2uspto-grants-2008_04