Reacción #791678

ord-602c66cd5b124837b0d82c0d2af4f0a9

Ecuación de reacción

COC(=O)CC(C)=O
methyl acetoacetate
COCC(=O)O
methoxy acetic acid
N=C(N)NN.O=C(O)O
aminoguanidine bicarbonate
O=[N+]([O-])O
nitric acid
COCc1nc2nc(C)cc(O)n2n1
title compound
COCc1nc2nc(C)cc(O)n2n1
7-hydroxy-2-methoxymethyl-5-methyl-s-triazolo[1,5-a]pyrimidine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaunder reflux for 24 hours
  2. 2
    Otrocondensed
  3. 3
    workup.STIRRINGthe mixture was stirred in a bath of 100 to 120° C
  4. 4
    Temperaturathe mixture was cooled
  5. 5
    Filtracióncrystals were collected by filtration
  6. 6
    Lavadowashed with isopropanol
  7. 7
    Otrodried

Procedimiento

A mixture of 90 g of methoxy acetic acid, 68 g of aminoguanidine bicarbonate, 40 ml of water and 0.5 ml of conc. nitric acid was stirred under reflux for 24 hours, and then condensed. To the resulting residue were added 250 ml of methyl acetoacetate and 5 ml of acetic acid and the mixture was stirred in a bath of 100 to 120° C. After 4 hours, the mixture was cooled by allowing to stand and crystals were collected by filtration, washed with isopropanol and dried to obtain 82 g of the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04987129uspto-grants-1991_01