Acetic Acid → 1-Butyl-5-acetylamino-6-aminouracil

HRID 1380398Notes

Reaction equation

HRID 1380398 reaction equation
[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].[C:15](O)(=[O:17])[CH3:16]>>[CH2:1]([N:5]1[C:12]([NH2:13])=[C:11]([NH:14][C:15](=[O:17])[CH3:16])[C:9](=[O:10])[NH:8][C:6]1=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 105841085,6-Diamino-1-butylpyrimidine-2,4(1H,3H)-dione

Product 1

HCID 233268811-Butyl-5-acetylamino-6-aminouracil

Procedure

59.4 g (0.3 mole) of 1-butyl-5,6-diaminouracil are refluxed for 2 hours with stirring in 240 ml of acetic acid in a reactor equipped with a condenser. The acetic acid is evaporated and the residue is taken up in a little ethanol which is then evaporated. This operation is repeated until a semi-crystalline residue is obtained. The semi-crystalline residue thus obtained is then triturated until solidification is complete. The solid is filtered and washed with ether, giving 72 g of fine, faintly yellow crystals.

Workup

  1. customequipped with a condenser
  2. customThe acetic acid is evaporated
  3. customis then evaporated
  4. customis obtained
  5. customThe semi-crystalline residue thus obtained
  6. customis then triturated until solidification
  7. filtrationThe solid is filtered
  8. washwashed with ether
  9. customgiving 72 g of fine, faintly yellow crystals

Sources & evidence

ORD record
ord-5a4f7fe8cec74e3b9c6fe9ee5d4a719d
Source dataset
uspto-grants-1986_04
Patent number
US04581451

Reaction notes

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