HCID 21958820, compound → HCID 59803724, compound

HRID 1666221Notes

Reaction equation

HRID 1666221 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH3:9])[C:6](=[O:10])[N:5]([CH2:11][C:12]#[CH:13])[C:4](=[O:14])[CH:3]=1.[N:15]([O-])=[O:16].[Na+]>C(O)(=O)C>[NH2:1][C:2]1[N:7]([CH2:8][CH3:9])[C:6](=[O:10])[N:5]([CH2:11][C:12]#[CH:13])[C:4](=[O:14])[C:3]=1[N:15]=[O:16]

Participants

4

Reactant 2

HCID 21958820HCID 21958820, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 59803724HCID 59803724, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
4 °C

Procedure

A solution of 6-amino-1-ethyl-3-propargyluracil (5 g, 26 mmol) in 75 ml of 50% acetic acid was heated at 50-60° C. Subsequently sodium nitrite (2.5 g, 36 mmol) was added in small portions over a period of 5 min. The end of the reaction was indicated by the formation of brown nitric gases. The deep violet solution was highly concentrated under reduced pressure. The remaining violet crystals were was suspended in a minimum of water, cooled to 4° C., filtered under reduced pressure, washed with methanol and dried at 70° C. Yield: 5 g (87%).

Workup

  1. concentrationThe deep violet solution was highly concentrated under reduced pressure
  2. filtrationfiltered under reduced pressure
  3. washwashed with methanol
  4. customdried at 70° C

Sources & evidence

ORD record
ord-725acba2937a44a082a418cc920b4cd5
Source dataset
uspto-grants-2011_10
Patent number
US08044061B2

Reaction notes

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