Ammonium Hydroxide → 5,6-Diamino-1-butylpyrimidine-2,4(1H,3H)-dione

HRID 1380397Notes

Reaction equation

HRID 1380397 reaction equation
[CH2:1]([N:5]1[C:12]([NH2:13])=[C:11]([N:14]=O)[C:9](=[O:10])[NH:8][C:6]1=[O:7])[CH2:2][CH2:3][CH3:4].[OH-].[NH4+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>>[CH2:1]([N:5]1[C:12]([NH2:13])=[C:11]([NH2:14])[C:9](=[O:10])[NH:8][C:6]1=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 3

HCID 14923Ammonium HydroxideHCID 24489Sodium DithioniteHCID 107985701-Butyl-5-nitroso-6-aminouracil

Product 1

HCID 105841085,6-Diamino-1-butylpyrimidine-2,4(1H,3H)-dioneYield 78.2%

Conditions

Temperature
80 °C

Procedure

84.8 g (0.4 mole) of 1-butyl-5-nitroso-6-aminouracil are suspended in 440 ml of a concentrated 50% aqueous solution of ammonium hydroxide. The resulting suspension is heated to 80° C. 88 g (0.48 mole) of sodium dithionite are added in portions with stirring over a period of 30 minutes. Stirring is then continued for 30 minutes at 80° C. and then overnight at room temperature. The product is cooled in ice, the precipitate is filtered and then washed with a little ice water, giving 62 g crystals in the form of a very fine powder.

Workup

  1. stirringStirring
  2. waitis then continued for 30 minutes at 80° C.
  3. customovernight
  4. customat room temperature
  5. temperatureThe product is cooled in ice
  6. filtrationthe precipitate is filtered
  7. washwashed with a little ice water

Sources & evidence

ORD record
ord-541a34a2554c476db5f19adc82c76334
Source dataset
uspto-grants-1986_04
Patent number
US04581451

Reaction notes

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