Guanidine Nitrate → 7-Amino-1,3-diethyl-pyrimido[4,5-d]pyrimidine-2,4-dione

HRID 476917

Reaction equation

HRID 476917 reaction equation
[Na].[N+]([O-])(O)=O.[NH2:6][C:7]([NH2:9])=[NH:8].N[C:11]1[N:16]([CH2:17][CH3:18])[C:15](=[O:19])[N:14]([CH2:20][CH3:21])[C:13](=[O:22])[C:12]=1[CH:23]=O>C(O)C>[NH2:8][C:7]1[N:9]=[C:11]2[N:16]([CH2:17][CH3:18])[C:15](=[O:19])[N:14]([CH2:20][CH3:21])[C:13](=[O:22])[C:12]2=[CH:23][N:6]=1

Participants

5

Reactant 3

HCID 10481Guanidine NitrateHCID 34600936-Amino-1,3-diethyl-5-formyluracilHCID 5360545Sodium

Product 1

HCID 148548837-Amino-1,3-diethyl-pyrimido[4,5-d]pyrimidine-2,4-dioneYield 87%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.92 g of sodium was dissolved in 50 ml of absolute ethanol, and 6.40 g (53 mmol) of guanidine nitrate was added thereto. The solution was stirred for 10 minutes and filtered with Celite filter aid. 0.98 g (4.6 mmol) of 6-amino-1,3-diethyl-5-formyluracil was added to the filtrate and the reaction mixture was refluxed for 24 hours. After removal of the solvent under reduced pressure, 30 ml of water was added thereto. The crystalline precipitate was filtered off and recrystallized from ethanol to give 0.94 g of 7-amino-1,3-diethyl-pyrimido[4,5-d]pyrimidine-2,4-dione (compound 17) in a 87% yield.

Workup

  1. filtrationfiltered with Celite
  2. filtrationfilter aid
  3. temperaturethe reaction mixture was refluxed for 24 hours
  4. customAfter removal of the solvent under reduced pressure, 30 ml of water
  5. additionwas added
  6. filtrationThe crystalline precipitate was filtered off
  7. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-acdbb86cf79745199c2dfd346727fc0b
Source dataset
uspto-grants-1989_12
Patent number
US04886807

Linked notes

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