Nitric Acid → HCID 54732702, compound

HRID 1658097Notes

Reaction equation

HRID 1658097 reaction equation
[CH3:1][N:2]1[C:12]2[C:7](=[CH:8][C:9]([CH3:13])=[CH:10][CH:11]=2)[C:6]([OH:14])=[CH:5][C:3]1=[O:4].[N+:15]([O-])([OH:17])=[O:16]>C(O)(=O)C>[CH3:1][N:2]1[C:12]2[C:7](=[CH:8][C:9]([CH3:13])=[CH:10][CH:11]=2)[C:6]([OH:14])=[C:5]([N+:15]([O-:17])=[O:16])[C:3]1=[O:4]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 546831394-Hydroxy-1,6-dimethyl-2(1H)-quinolinone

Product 1

HCID 54732702HCID 54732702, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

To a stirred suspension of 1,6-dimethyl-4-hydroxy carbostyril (1.70g; 0.009 mole) in glacial acetic acid (10 ml) was added concentrated nitric acid (2.5 ml; d, 1.42) with swirling. The solid dissolved on warming to 100°C to give a red solution which precipitated the 3-nitro compound as yellow crystals on cooling. m.p. 185°C. (Found: C, 56.05; H, 4.33; N, 11.86%, C11H10N2O4 requires; C, 56.41; H, 4.30; N, 11.96%).

Workup

  1. dissolutionThe solid dissolved
  2. customto give a red solution which
  3. customprecipitated the 3-nitro compound as yellow crystals
  4. temperatureon cooling

Sources & evidence

ORD record
ord-820be31d99aa48518fc6fa471e89971e
Source dataset
uspto-grants-1976_06
Patent number
US03962445

Reaction notes

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