Nitric Acid → HCID 178433493, compound

HRID 1060623Notes

Reaction equation

HRID 1060623 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[N:5]=[C:4]([CH3:9])[N:3]=1.[N+:10]([O-])([OH:12])=[O:11]>>[OH:1][C:2]1[C:7]([N+:10]([O-:12])=[O:11])=[C:6]([OH:8])[N:5]=[C:4]([CH3:9])[N:3]=1

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 178418389HCID 178418389, compound

Product 1

HCID 178433493HCID 178433493, compound

Conditions

Temperature
0 °C

Procedure

Part A: 4,6-Dihydroxy-2-methylpyrimidine (60 g) was added in portions to fuming nitric acid (120 mL) at 0° C. while cooling the reaction flask. After completion of addition, the reaction was stirred an additional 1 h at 0° C. followed by another 1 h at room temperature. The reaction mixture was then poured over ice (200 g) and the ice was allowed to melt. A light pink solid was isolated by filtration and washed with cold water (100 mL). The solid was dried in a vacuum oven overnight to yield 4,6-dihydroxy-2-methyl-5-nitropyrimidine (72.5 g).

Workup

  1. temperaturewhile cooling the reaction flask
  2. additionAfter completion of addition
  3. waitfollowed by another 1 h at room temperature
  4. customA light pink solid was isolated by filtration
  5. washwashed with cold water (100 mL)
  6. customThe solid was dried in a vacuum oven overnight

Sources & evidence

ORD record
ord-f360d075db0a4f93a9119f546655f1b6
Source dataset
uspto-grants-2003_02
Patent number
US06525056B2

Reaction notes

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