Reacción #833557

ord-3d9e95a4d9f94988949a1cb2542d96f7

Ecuación de reacción

CNS(=O)(=O)c1cc2ccccc2cc1CC(=O)O
naphthalene-2-acetic acid
CNS(=O)(=O)c1cc2ccccc2cc1CC(=O)O
3-(N-methyl-sulfamoyl)-naphthalene-2-acetic acid
Cc1ccc(S(=O)(=O)O)cc1
p-toluene-sulfonic acid
CN1C(=O)Cc2cc3ccccc3cc2S1(=O)=O
3,4-dihydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine 1,1-dioxide
Rendimiento 61.1%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe reaction mixture was cooled
  2. 2
    Filtraciónfiltered
  3. 3
    Lavadowashed with water
  4. 4
    Concentraciónconcentrated
  5. 5
    OtroRecrystallization from ethanol

Procedimiento

This naphthalene-2-acetic acid (2.6 g, 9.4 mmol) was 12 hrs refluxed in 100 mL xylene with the addition of 0.2 g p-toluene-sulfonic acid. The reaction mixture was cooled, filtered, washed with water and concentrated. Recrystallization from ethanol gave 1.5 g (61%) 3,4-dihydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine 1,1-dioxide (melting point: 126-127° C.).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07393843B2uspto-grants-2008_07