Reaktion #985261

ord-5604215748e24f859d16b9a30f4d0eab

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07351401B2uspto-grants-2008_04