Reaction #1265402

ord-f45695b9cf544c14bdd7c6aa7cabac68

Reaction equation

CCOc1nc(N)nc(N)c1N
2,5,6-triamino-4-ethoxy-pyrimidine
O=CC=O
glyoxal
CCOc1nc(N)nc2nccnc12
title compound
CCOc1nc(N)nc2nccnc12
2-amino-4-ethoxy-pteridin

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureThe reaction mixture was refluxed for 4 hours
  2. 2
    FiltrationSome insoluble material was filtered off
  3. 3
    ConcentrationThe filtrate was concentrated in vacuo
  4. 4
    Otherthe residue purified by flash chromatography (silica

Procedure

To a solution of 2,5,6-triamino-4-ethoxy-pyrimidine (10.54 g, 62.37 mmoles) in ethanol (160 ml) was added glyoxal (40% solution in water, 2.7 ml, 18.6 mmoles). The reaction mixture was refluxed for 4 hours. Some insoluble material was filtered off. The filtrate was concentrated in vacuo and the residue purified by flash chromatography (silica, using a CH3OH/CH2Cl2 mixture (5:95) as the eluent), providing the pure title compound (7.34 g, yield: 62%). The spectral data of the product are identical with the literature data (W. Pfleiderer et al. cited supra).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07276506B2uspto-grants-2007_10