Reacción #1797511

ord-c2beebefcb2e4fd1a0f74cd9cf3b3344

Ecuación de reacción

O=C(O)c1cccc(-c2cc(Cl)ccc2O)n1
6-(5-chloro-2-hydroxyphenyl)-pyridine-2-carboxylic acid
O=[N+]([O-])O
nitric acid
O=C(O)c1cccc(-c2cc(Cl)cc([N+](=O)[O-])c2O)n1
6-(5-chloro-2-hydroxy-3-nitrophenyl)-pyridine-2-carboxylic Acid

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas added 1 ml
  2. 2
    OtroThe resulting precipitation
  3. 3
    Otrowas collected
  4. 4
    Lavadowashed
  5. 5
    Otrodried
  6. 6
    Otroto give solid (2.74 g; 78%, three steps)

Procedimiento

To the solution of 6-(5-chloro-2-hydroxyphenyl)-pyridine-2-carboxylic acid; (2.3 g, 10.1 mmol) in 100 ml acetic acid; was added 1 ml fuming nitric acid; and stirred at 35° C. to 40° C. for half an hour. The reaction mixture was diluted with water and adjusted pH to 2.5. The resulting precipitation was collected, washed and dried to give solid (2.74 g; 78%, three steps). MS (ES) m/z 295 [M+H].

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07790704B2uspto-grants-2010_09