Réaction #78146

ord-13dac9bc62b74569911d6cec94e6ece0

Équation de réaction

Clc1nnc(Cc2ccncc2)c2ccccc12
1-chloro-4-(4-pyridylmethyl)phthalazine
Nc1cccc(O)c1
3-aminophenol
Oc1cccc(Nc2nnc(Cc3ccncc3)c3ccccc23)c1
title compound
Oc1cccc(Nc2nnc(Cc3ccncc3)c3ccccc23)c1
1-(3-Hydroxyanilino)-4-(4-pyridylmethyl)phthalazine

Conditions de réaction

Température
120°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureAfter cooling to RT
  2. 2
    Filtrationfiltration
  3. 3
    Lavagewashing of the filter residue with methanol
  4. 4
    Autredrying under HV (8 h, 130° C.)

Mode opératoire

A mixture of 0.384 g (1.5 mmol) 1-chloro-4-(4-pyridylmethyl)phthalazine and 0.491 g (4.5 mmol) 3-aminophenol is heated under nitrogen atmosphere for 1 h at 90° C. and for 3 h at 120° C. The reaction mixture is then taken up in a mixture of 30 ml acetate and 20 ml 20% aqueous potassium carbonate solution while stirring for about 4 h, and the filtration material is digested for 20 min in 20 ml of boiling methanol. After cooling to RT, filtration, washing of the filter residue with methanol, and drying under HV (8 h, 130° C.), title compound is obtained with a water content of 1.94%; m.p. 217-219° C.; ESI-MS: (M+H)+=329.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06710047B2uspto-grants-2004_03