Nitric Acid → HCID 135515411, compound

HRID 1936641Notes

Reaction equation

HRID 1936641 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[NH:11][C:12](=[O:20])[C:13]2[N:19]=[CH:18][CH:17]=[CH:16][C:14]=2[N:15]=1)[CH3:2].[N+:21]([O-])([OH:23])=[O:22]>S(=O)(=O)(O)O>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([N+:21]([O-:23])=[O:22])=[CH:6][C:5]=1[C:10]1[NH:11][C:12](=[O:20])[C:13]2[N:19]=[CH:18][CH:17]=[CH:16][C:14]=2[N:15]=1)[CH3:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 135670755HCID 135670755, compound

Product 1

HCID 135515411HCID 135515411, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A stirred solution of 2-(2-ethoxyphenyl)pyrido(3,2-d)pyrimidin-4(3H)-one (Preparation 10; 1.4 g, 0.0052 mol) in concentrated sulphuric acid (11 ml) at 0° C., was treated dropwise with concentrated nitric acid (0.4 ml). The reaction mixture was allowed to warm to ambient temperature, stirred for a further 18 hours, then added dropwise to ice/water (70 g). The resulting precipitate was collected by filtration, dried under vacuum and then crystallized from acetonitrile to give the title compound as a pale yellow solid (0.22 g, 86%), m.p. 251-254° C.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customdried under vacuum
  3. customcrystallized from acetonitrile

Sources & evidence

ORD record
ord-70bec3135e6748189800b37efaf27a43
Source dataset
uspto-grants-2002_05
Patent number
US06391885B1

Reaction notes

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