Nitromethane → HCID 14304691, compound

HRID 1382723Notes

Reaction equation

HRID 1382723 reaction equation
[CH:1]([C:3]1[C:4](=[O:17])[N:5]([CH3:16])[C:6](=[O:15])[N:7]([CH3:14])[C:8]=1[N:9]=[CH:10]N(C)C)=O.C(N(CC)CC)C.[N+:25]([CH3:28])([O-:27])=[O:26]>>[N+:25]([C:28]1[CH:10]=[N:9][C:8]2[N:7]([CH3:14])[C:6](=[O:15])[N:5]([CH3:16])[C:4](=[O:17])[C:3]=2[CH:1]=1)([O-:27])=[O:26]

Participants

4

Reactant 3

HCID 6375NitromethaneHCID 8471TriethylamineHCID 53901423HCID 53901423, compound

Product 1

HCID 14304691HCID 14304691, compoundYield 58.8%

Conditions

Temperature
80 °C

Procedure

0.24 g of 5-formyl-6-dimethylaminomethyleneamino-1,3-dimethyluracil and 0.5 g of triethylamine were added to 10 ml of nitromethane, and the mixture was heated for 2.5 hr at 80° C. After the solvent was distilled off under reduced pressure, ether was added to the residue. The resulting crude crystals were separated by filtration and recrystallized from ether to give 0.14 g of 6-nitro-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4-dione (Compound 16).

Workup

  1. distillationAfter the solvent was distilled off under reduced pressure, ether
  2. additionwas added to the residue
  3. customThe resulting crude crystals were separated by filtration
  4. customrecrystallized from ether

Sources & evidence

ORD record
ord-8d293ce57f3d4edfb57d216c7270fa14
Source dataset
uspto-grants-1989_02
Patent number
US04808587

Reaction notes

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