Sodium Dithionite → 5,6-Diamino-1,3-dimethyluracil

HRID 858048

Reaction equation

HRID 858048 reaction equation
[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[N:5]([CH3:10])[C:4](=[O:11])[C:3]=1[N:12]=O.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[NH2:12][C:3]1[C:4](=[O:11])[N:5]([CH3:10])[C:6](=[O:9])[N:7]([CH3:8])[C:2]=1[NH2:1]

Participants

4

Reactant 2

HCID 24489Sodium DithioniteHCID 811336-Amino-1,3-dimethyl-5-nitrosouracil

Product 1

HCID 795015,6-Diamino-1,3-dimethyluracil

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

Crude 6-amino-1,3-dimethyl-5-nitroso-1H-pyrimidine-2,4-dione (5 mmol) was suspended in water (7 mL) at 40° C. and treated with sodium dithionite (17.5 mmol). After 20 minutes at 40° C. the reaction mixture was warmed to 80° C. for 30 mins and then cooled in ice for 30 mins. The precipitate was isolated by filtration, washed with cold water and dried in vacuo to give crude 5,6-diamino-1,3-dimethyl-1H-pyrimidine-2,4-dione as a light beige solid which was of sufficient purity for subsequent use without additional purification (80%).

Workup

  1. temperaturecooled in ice for 30 mins
  2. customThe precipitate was isolated by filtration
  3. washwashed with cold water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-258c8d66a8f241d58aabee1e94821152
Source dataset
uspto-grants-2006_12
Patent number
US07148229B2

Linked notes

Loading…