Nitric Acid → HCID 178494287, compound

HRID 1513026Notes

Reaction equation

HRID 1513026 reaction equation
[N+:1]([O-:4])(O)=[O:2].S(=O)(=O)(O)O.[OH:10][C:11]1[N:16]=[C:15]([OH:17])[CH:14]=[C:13]([O:18][CH3:19])[N:12]=1>>[OH:10][C:11]1[N:16]=[C:15]([OH:17])[C:14]([N+:1]([O-:4])=[O:2])=[C:13]([O:18][CH3:19])[N:12]=1

Participants

4

Procedure

To a suspension of barbituric acid (51.2 g) in methanol (1 L) was added concentrated sulfuric acid (80 mL) in a dropwise manner over 20 minutes, and the mixture was stirred at room temperature for 22 hours. The crystals were collected by filtration. The collected crystals were washed with methanol, cold water and diethyl ether successively, and dried under reduced pressure to give 2,4-dihydroxy-6-methoxypyrimidine (52.9 g). To a mixture of fuming nitric acid (20 mL) and concentrated sulfuric acid (10 mL) was added 2,4-dihydroxy-6-methoxypyrimidine (14.2 g) slowly at around 15° C., and the mixture was stirred at room temperature for 1 hour. To the reaction mixture was added ice water (150 mL), and the mixture was stirred at room temperature for 30 minutes. The crystals were collected by filtration. The collected crystals were washed with water, and dried under reduced pressure to give the title compound (7.4 g).

Workup

  1. stirringthe mixture was stirred at room temperature for 30 minutes
  2. filtrationThe crystals were collected by filtration
  3. washThe collected crystals were washed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-f1dc768a08024afd9e94347c678df4ec
Source dataset
uspto-grants-2012_07
Patent number
US08217069B2

Reaction notes

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