Sodium Dithionite → 6-Ethoxypyrimidine-2,4,5-triamine

HRID 1784107Notes

Reaction equation

HRID 1784107 reaction equation
[N:1]([C:3]1[C:4]([O:11][CH2:12][CH3:13])=[N:5][C:6]([NH2:10])=[N:7][C:8]=1[NH2:9])=O.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[NH2:10][C:6]1[N:5]=[C:4]([O:11][CH2:12][CH3:13])[C:3]([NH2:1])=[C:8]([NH2:9])[N:7]=1

Participants

4

Reactant 2

HCID 24489Sodium Dithionite2×HCID 2272506-Ethoxy-5-nitrosopyrimidine-2,4-diamine

Product 1

HCID 135414226-Ethoxypyrimidine-2,4,5-triamineYield 61.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of the compound of example 3 (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 dis-appeared 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).

Workup

  1. customa yellow solution was formed
  2. customWater was evaporated
  3. customthe resulting residue was precipitated from a small amount of water

Sources & evidence

ORD record
ord-0e0e8be0a02f4c19bf09fd9226c5895a
Source dataset
uspto-grants-2009_03
Patent number
US07501513B2

Reaction notes

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