Nitric Acid → HCID 12535827, compound

HRID 437439Notes

Reaction equation

HRID 437439 reaction equation
[O:1]=[C:2]1[NH:7][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH3:16])=[N:5][CH:4]=[C:3]1[C:17]([O:19][CH2:20][CH3:21])=[O:18].[N+:22]([O-])([OH:24])=[O:23].S(=O)(=O)(O)O>>[O:1]=[C:2]1[NH:7][C:6]([C:8]2[CH:13]=[C:12]([N+:22]([O-:24])=[O:23])[CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH3:16])=[N:5][CH:4]=[C:3]1[C:17]([O:19][CH2:20][CH3:21])=[O:18]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 12535800HCID 12535800, compound

Product 1

HCID 12535827HCID 12535827, compoundYield 55%

Procedure

Ethyl 1,6-dihydro-6-oxo-2-(2-ethoxyphenyl)pyrimidine-5-carboxylate (1.0 g., 3.46 mmoles) was added over a twenty minute period to a cooled (ice-water), stirred mixture of 70% nitric acid (1.7 ml., d=1.42) and 96% sulfuric acid (0.29 ml., d=1.84). The mixture was stirred at room temperature for 19 hours. The solution was poured into ice-water (300 ml.). The mixture was triturated and then filtered. The collected solid was recrystallized from acetonitrile to give the title compound (0.64 g., 55%), m.p. 222°-224°.

Workup

  1. stirringThe mixture was stirred at room temperature for 19 hours
  2. customThe mixture was triturated
  3. filtrationfiltered
  4. customThe collected solid was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-4c6c7cfee9414785ba505ed1cfda5a9c
Source dataset
uspto-grants-1977_06
Patent number
US04031093

Reaction notes

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