Nitric Acid → HCID 54705234, compound

HRID 462059Notes

Reaction equation

HRID 462059 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[C:7]([CH3:12])[CH:8]=[CH:9][CH:10]=2)[NH:5][C:4](=[O:13])[CH:3]=1.[N+:14]([O-])([OH:16])=[O:15]>C(O)(=O)C>[OH:1][C:2]1[C:11]2[C:6](=[C:7]([CH3:12])[CH:8]=[CH:9][CH:10]=2)[NH:5][C:4](=[O:13])[C:3]=1[N+:14]([O-:16])=[O:15]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 546768424-Hydroxy-8-methylquinolin-2(1H)-one

Product 1

HCID 54705234HCID 54705234, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of 4-hydroxy-8-methylcarbostyril (1.63g; 0.0093 mole), in glacial acetic acid (10 ml) was stirred during the addition of concentrated nitric acid (2.5 ml, d, 1.42) and the mixture warmed for 8 minutes at 100° C, after which time the solution had cleared and began to precipitate the yellow nitro derivative. After cooling, ethanol was added and the solid filtered and washed well with ethanol. On drying in vacuo over P2O5NaOH it had m.p. 266°-267° C (Found: C, 54.41; H, 3.80; N, 12.51; C10H8N2O4 requires; C, 54.55; H, 3.66; N, 12.75%).

Workup

  1. customto precipitate the yellow nitro derivative
  2. temperatureAfter cooling
  3. additionethanol was added
  4. filtrationthe solid filtered
  5. washwashed well with ethanol
  6. customOn drying in vacuo over P2O5NaOH it

Sources & evidence

ORD record
ord-7e1fef055ec3485d878089c2132a5109
Source dataset
uspto-grants-1977_12
Patent number
US04065457

Reaction notes

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