Acetic Acid → 3,7-dihydro-3-butyl-8-methyl-1H-purine-2,6-dione

HRID 464616Notes

Reaction equation

HRID 464616 reaction equation
[CH2:1]([N:5]1[C:10]([NH2:11])=[C:9]([NH2:12])[C:8](=[O:13])[NH:7][C:6]1=[O:14])[CH2:2][CH2:3][CH3:4].[C:15](O)(=O)[CH3:16]>>[CH2:1]([N:5]1[C:10]2[N:11]=[C:15]([CH3:16])[NH:12][C:9]=2[C:8](=[O:13])[NH:7][C:6]1=[O:14])[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 202170433,7-dihydro-3-butyl-8-methyl-1H-purine-2,6-dione

Procedure

A solution of 7.6 g of 1-butyl-5,6-diamino-2,4-(1H,3H)-pyrimidinedione in 20 ml of acetic acid was refluxed for 2 hours. The solution was evaporated. The residue was refluxed in 40 ml of 2N NaOH for 2 hours and then neutralized with 5N HCl. The crystals were filtered off and recrystallized from 350 ml ethanol. Yield 1.8 g (21%) (XXXXVII) NMR (see Table I).

Workup

  1. customThe solution was evaporated
  2. temperatureThe residue was refluxed in 40 ml of 2N NaOH for 2 hours
  3. filtrationThe crystals were filtered off
  4. customrecrystallized from 350 ml ethanol

Sources & evidence

ORD record
ord-633d4357fff84334b4e6d78695f1470d
Source dataset
uspto-grants-1985_10
Patent number
US04548818

Reaction notes

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