Nitric Acid → HCID 20375630, compound

HRID 1448833Notes

Reaction equation

HRID 1448833 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 (15 g.) 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-068f3e8710f640d9b6c22a298cb4665e
Source dataset
uspto-grants-1980_02
Patent number
US04187310

Reaction notes

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