Ammonia → HCID 21459147, compound

HRID 274560Notes

Reaction equation

HRID 274560 reaction equation
[N+:1]([O-:4])(O)=[O:2].[N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([C:15]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([O:24][CH3:25])[CH:18]=2)=[O:16])=[CH:7][CH:6]=1.N>>[N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([C:15]([C:17]2[CH:22]=[C:21]([N+:1]([O-:4])=[O:2])[C:20]([OH:23])=[C:19]([O:24][CH3:25])[CH:18]=2)=[O:16])=[CH:7][CH:6]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 944Nitric AcidHCID 21459131HCID 21459131, compound

Product 1

HCID 21459147HCID 21459147, compound

Procedure

0.37 ml of 65 percent nitric acid is added dropwise at room temperature to 1.3 g of 4-hydroxy-3-methoxyphenyl 4-quinolyl ketone. After stirring for 3 hours the reaction mixture is poured into ice-water, adjusted to pH 6 with conc. ammonia and the precipitate formed is filtered. The thus-obtained residue is heated under reflux in 20 ml of acetonitrile, whereupon the crystals are filtered at 0°. There is obtained 4-hydroxy-3-methoxy-5-nitrophenyl 4-quinolyl ketone of m.p. 246°-248°.

Workup

  1. customthe precipitate formed
  2. filtrationis filtered
  3. temperatureThe thus-obtained residue is heated
  4. temperatureunder reflux in 20 ml of acetonitrile, whereupon the crystals
  5. filtrationare filtered at 0°

Sources & evidence

ORD record
ord-8d74ec999dd34f44a73ce2c0f0b8f3dd
Source dataset
uspto-grants-1995_02
Patent number
US05389653

Reaction notes

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