HCID 178492050, compound → HCID 178515190, compound

HRID 1106254Notes

Reaction equation

HRID 1106254 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:21](=[O:22])[C:12]3=[CH:13][NH:14][C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=4[C:11]3=[N:10]2)=[CH:5][CH:4]=1>Br>[OH:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:21](=[O:22])[C:12]3=[CH:13][NH:14][C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=4[C:11]3=[N:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 178492050HCID 178492050, compound

Product 1

HCID 178515190HCID 178515190, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

The mixture of 3.0 g of 2-(p-methoxyphenyl)-pyrazolo-[4,3-c]quinolin-3(5H)-one and 260 ml of 48% hydrobromic acid is refluxed for 1 hour and concentrated to about 50 ml. The concentrate is cooled to room temperature, the precipitate collected, washed with methanol and diethyl ether, and dissolved in diluted aqueous sodium hydroxide. The solution is washed with diethyl ether, then its pH adjusted to 8.5 by addition of ammonium chloride, precipitating a solid which is collected, washed with methanol, then with diethyl ether and dried, to yield the 2-(p-hydroxyphenyl)-pyrazolo[4,3-c]quinolin-3(5H)-one melting at 294°-296°.

Workup

  1. temperatureis refluxed for 1 hour
  2. concentrationconcentrated to about 50 ml
  3. customthe precipitate collected
  4. washwashed with methanol and diethyl ether
  5. dissolutiondissolved in diluted aqueous sodium hydroxide
  6. washThe solution is washed with diethyl ether
  7. additionits pH adjusted to 8.5 by addition of ammonium chloride
  8. customprecipitating a solid which
  9. customis collected
  10. washwashed with methanol
  11. dry with materialwith diethyl ether and dried

Sources & evidence

ORD record
ord-31cea9c42fa24cfe8abb59d9acc79d61
Source dataset
uspto-grants-1982_01
Patent number
US04312870

Reaction notes

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