Reacción #1350590

ord-542ff47eaa354c54800ee6ac1c4abec1

Ecuación de reacción

Cl
HCl
O=N[O-].[Na+]
NaNO2
COC(=O)c1ccc2sc(N)nc2c1C
methyl 2-amino-4-methylbenzothiazole-5-carboxylate
COC(=O)c1ccc2sc(Cl)nc2c1C
Methyl 2-chloro-4-methylbenzothiazole-5-carboxylate

Condiciones de reacción

Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter cooling
  2. 2
    Filtraciónthe residue was filtered off with suction
  3. 3
    Lavadowashed with water
  4. 4
    Otrodried
  5. 5
    OtroThe product was purified by silica gel column chromatography

Procedimiento

At −8° C., a solution of 9.3 g of NaNO2 (0.14 mol) in 10 ml of water was added dropwise to a solution of 5 g of methyl 2-amino-4-methylbenzothiazole-5-carboxylate (0.02 mol) in 150 ml of phosphoric acid. At 5° C., a solution of 3 g of CuCl and 12 ml of conc. HCl was then added dropwise. The reaction mixture was heated to 100° C. After cooling, the residue was filtered off with suction, washed with water and dried. The product was purified by silica gel column chromatography.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06541423B1uspto-grants-2003_04