Ammonium Hydroxide → Pyrido(4,3-d)pyrimidine-2,4(1H,3H)-dione, 5-amino-1,3-dimethyl-

HRID 1382867Notes

Reaction equation

HRID 1382867 reaction equation
[C:1]([C:3]1[C:4](=[O:17])[N:5]([CH3:16])[C:6](=[O:15])[N:7]([CH3:14])[C:8]=1[CH:9]=[CH:10][N:11](C)C)#[N:2].[NH4+].[OH-]>CN(C=O)C>[NH2:2][C:1]1[C:3]2[C:4](=[O:17])[N:5]([CH3:16])[C:6](=[O:15])[N:7]([CH3:14])[C:8]=2[CH:9]=[CH:10][N:11]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 53675031HCID 53675031, compound

Product 1

HCID 3086910Pyrido(4,3-d)pyrimidine-2,4(1H,3H)-dione, 5-amino-1,3-dimethyl-Yield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

1.0 g of 5-cyano-1,3-dimethyl-6-(2-dimethylaminovinyl)uracil and 5.0 ml of 30% ammonia aqueous solution were added to 22.5 ml of DMF. The solution was heated at 100° C. in a sealed tube for 24 hr. The precipitated crystals were separated by filtration, washed with ether and recrystallized from ethanol to give 0.61 g of 5-amino-1,3-dimethylpyrido[4,3-d]pyrimidine-2,4-dione (Compound 3).

Workup

  1. customThe precipitated crystals were separated by filtration
  2. washwashed with ether
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c2f3cd64f31e4fed83451ea6f0ef5b99
Source dataset
uspto-grants-1989_02
Patent number
US04808618

Reaction notes

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