Nitric Acid → HCID 20375630, compound

HRID 1833390Notes

Reaction equation

HRID 1833390 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 1.). 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-542501c7856d45089f56fa681b5dd7c8
Source dataset
uspto-grants-1978_01
Patent number
US04066651

Reaction notes

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