Nitric Acid → HCID 178526882, compound

HRID 2246417Notes

Reaction equation

HRID 2246417 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[N:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[N+:22]([O-])([OH:24])=[O:23]>>[F:15][C:12]1[CH:13]=[CH:14][C:9]([C:4]2[N:5]=[C:6]([OH:8])[C:7]([N+:22]([O-:24])=[O:23])=[C:2]([OH:1])[N:3]=2)=[CH:10][CH:11]=1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 10340Sodium CarbonateHCID 178516642HCID 178516642, compound

Product 1

HCID 178526882HCID 178526882, compoundYield 68%

Procedure

4,6-dihydroxy-2-(4-fluorophenyl)pyrimidine (11 g, 53 mmol) described in European patent No. 136976A was gradually added to fuming nitric acid (100 mL) at 0° C. The reaction temperature was raised to room temperature, and the mixture was stirred for 15 hours. The reaction mixture was poured onto ice-water (150 mL), and then neutralized with sodium carbonate at 0° C. The resulting precipitate was collected by filtration and dried to give the objective compound as a solid (9.2 g, 68%).

Workup

  1. additionThe reaction mixture was poured onto ice-water (150 mL)
  2. filtrationThe resulting precipitate was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-b8faaa6299364a17b757ed46fcb58063
Source dataset
uspto-grants-2010_03
Patent number
US07687514B2

Reaction notes

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