Sodium Dithionite → HCID 90402811, compound

HRID 2200612Notes

Reaction equation

HRID 2200612 reaction equation
[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[N:5]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[C:4](=[O:19])[C:3]=1[N:20]=O.S(S([O-])=O)([O-])=O.[Na+].[Na+]>[OH-].[NH4+].O>[NH2:20][C:3]1[C:4](=[O:19])[N:5]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[C:6](=[O:9])[N:7]([CH3:8])[C:2]=1[NH2:1]

Participants

5

Reactant 2

HCID 24489Sodium DithioniteHCID 90403086HCID 90403086, compound

Product 1

HCID 90402811HCID 90402811, compoundYield 89.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14923Ammonium HydroxideSolvent

Procedure

To a solution of 6-amino-3-(4-methoxybenzyl)-1-methyl-5-nitrosopyrimidine-2,4(1H,3H)-dione (4.1 g, 14.1 mmol) in ammonium hydroxide (100 mL, 14% wt/wt) was added sodium dithionite (4.9 g, 28.2 mmol) in small portions at 60° C., and the mixture was stirred at this temperature for 4 h. The reaction was cooled and was diluted with water. The solids were collected, rinsed with water and dried under vacuum to give 5,6-diamino-3-(4-methoxybenzyl)-1-methylpyrimidine-2,4(1H,3H)-dione (3.5 g, 89.8% yield) as a light yellow solid. LCMS retention time 0.404 min; LCMS MH+ 277.

Workup

  1. temperatureThe reaction was cooled
  2. customThe solids were collected
  3. washrinsed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-1e0f003446814f76bb4cab1180ff5748
Source dataset
uspto-grants-2016_06
Patent number
US09359359B2

Reaction notes

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