Nitric Acid → HCID 66703994, compound

HRID 425258Notes

Reaction equation

HRID 425258 reaction equation
[C:1]([NH:4][C:5]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:21])[CH:11]=2)[N:6]=1)(=[O:3])[CH3:2].[N+:22]([O-])([OH:24])=[O:23]>>[C:1]([NH:4][C:5]1[CH:14]=[C:13]([C:15]2[CH:16]=[CH:17][C:18]([N+:22]([O-:24])=[O:23])=[CH:19][CH:20]=2)[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:21])[CH:11]=2)[N:6]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 22403906HCID 22403906, compound

Product 1

HCID 66703994HCID 66703994, compound

Procedure

200 mg of 2-acetylamino-6-chloro-4-phenylquinoline were introduced in portions into 4 ml of 100% strength HNO3 at 0° C. and stirred at 0° C. to 5° C. for 30 min, and the reaction mixture was poured into ice-water. Neutralization with 2N NaOH was followed by extraction with ethyl acetate and removal of the solvent by distillation. The solid residue was boiled several times with diisopropyl ether, and the solvent of the filtrate was evaporated until the substance separated out as crystals.

Workup

  1. extractionNeutralization with 2N NaOH was followed by extraction with ethyl acetate and removal of the solvent by distillation
  2. customthe solvent of the filtrate was evaporated until the substance
  3. customseparated out as crystals

Sources & evidence

ORD record
ord-f35985a1360342929d19e90d22060180
Source dataset
uspto-grants-2012_01
Patent number
US08106204B2

Reaction notes

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