Reacción #985260

ord-ac96ffa65d4f4034a2019383df571818

Ecuación de reacción

COc1ccc2nc(-c3ccc([N+](=O)[O-])cc3)sc2c1
6-methoxy-2-(4-nitropheyl)benzothiazbles
COc1ccc2nc(-c3ccc([N+](=O)[O-])cc3)sc2c1
6-Methoxy-2-(4-nitrophenyl)benzothiazole
O.O.[Cl][Sn][Cl]
tin (II) chloride dihydrate
COc1ccc2nc(-c3ccc(N)cc3)sc2c1
product 6
Rendimiento 97.0%
COc1ccc2nc(-c3ccc(N)cc3)sc2c1
6-Methoxy-2-(4-aminophenyl)benzothiazole
Rendimiento 97.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroEthanol was evaporated
  2. 2
    workup.DISSOLUTIONthe residue was dissolved in ethyl acetate (10 mL)
  3. 3
    Lavadowashed with 1 N sodium hydroxide (2 mL) and water (5 mL)
  4. 4
    Secadodried over MgSO4
  5. 5
    OtroEvaporation of the solvent

Procedimiento

A mixture of the 6-methoxy-2-(4-nitropheyl)benzothiazbles 5 (22 mg, 0.077 mmol) and tin (II) chloride dihydrate (132 mg, 0.45 mmol) in boiling ethanol was stirred under nitrogen for 4 hrs. Ethanol was evaporated and the residue was dissolved in ethyl acetate (10 mL), washed with 1 N sodium hydroxide (2 mL) and water (5 mL), and dried over MgSO4. Evaporation of the solvent gave 19 mg (97%) of the product 6 as yellow solid.

Fuente

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