Reaction #1265401

ord-7a1697465ee144b1a95c620d604bc5ff

Reaction equation

CCOc1nc(N)nc(N)c1N=O
compound
CCOc1nc(N)nc(N)c1N=O
5-nitroso-2,6-diamino-4-ethoxy-pyrimidine
O=S([O-])S(=O)[O-].[Na+].[Na+]
sodium dithionite
O=S([O-])S(=O)[O-].[Na+].[Na+]
sodium dithionite
CCOc1nc(N)nc(N)c1N
title compound
Yield 61.1%
CCOc1nc(N)nc(N)c1N
2,5,6-triamino-4-ethoxy-pyrimidine
Yield 61.1%

Solvents

Conditions

Temperature
60°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Othera yellow solution was formed
  2. 2
    OtherWater was evaporated
  3. 3
    Otherthe resulting residue was precipitated from a small amount of water

Procedure

To a suspension of the compound of example 56 (7.12 g, 38.9 mmoles) in water (150 ml) at 60° C. was added sodium dithionite (46.7 mmol, 8.12 g). Additional sodium dithionite was added till the pink colour completely disappeared and a yellow solution was formed. The solution was stirred at 60° C. for another 4 hours. Water was evaporated and the resulting residue was precipitated from a small amount of water, providing the title compound as a yellow powder (4.02 g, yield 61%). Spectral data are identical with literature data (W. Pfleiderer et al. cited supra).

Source

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