Nitric Acid → HCID 20375630, compound

HRID 1390296Notes

Reaction equation

HRID 1390296 reaction equation
[O:1]=[C:2]1[CH:11]=[C:10]([CH:12]([CH3:16])[C:13]([OH:15])=[O:14])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.[N+:17]([O-])([OH:19])=[O:18]>O>[N+:17]([C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[NH:3][C:2](=[O:1])[CH:11]=[C:10]2[CH:12]([CH3:16])[C:13]([OH:15])=[O:14])([O-:19])=[O:18]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 20375604HCID 20375604, compound

Product 1

HCID 20375630HCID 20375630, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

α-(1,2-Dihydro-2-oxo-quinol-4-yl)propionic acid (15g.) was added in portions to stirred fuming nitric acid cooled to 5° C. The rate of addition was such that the reaction temperature remained between 5° and 10° C. After the addition was complete, the mixture was stirred at ambient temperature for 40 minutes and was then poured into water (1.2 l.). The resultant solid was separated by filtration, washed with water and dried in vacuo to give α-(6-nitro-1,2-dihydro-2-oxo-quinol-4-yl)propionic acid as a white solid (90% yield), with m.p. 276°-278° C. (decomposition).

Workup

  1. additionThe rate of addition
  2. customremained between 5° and 10° C
  3. additionAfter the addition
  4. customThe resultant solid was separated by filtration
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-26d3fb357d6a4e6a8f5fbce41a3f1ad7
Source dataset
uspto-grants-1979_02
Patent number
US04138490

Reaction notes

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