Sodium Hydroxide → HCID 178507701, compound

HRID 1106255Notes

Reaction equation

HRID 1106255 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:22](=[O:23])[C:13]3=[CH:14][NH:15][C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=4[C:12]3=[N:11]2)=[CH:6][CH:5]=1)([O-])=O.[OH-].[Na+]>[Pt]=O.C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:22](=[O:23])[C:13]3=[CH:14][NH:15][C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=4[C:12]3=[N:11]2)=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 178515189HCID 178515189, compound

Product 1

HCID 178507701HCID 178507701, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

The solution of 1.9 g of 2-(p-nitrophenyl)-pyrazolo-[4,3-c]-quinolin-3(5H)-one in the mixture of 18.6 ml of 2 N aqueous sodium hydroxide and 75 ml of ethanol is hydrogenated over 0.2 g of platinum oxide at 2.7 atm. for 6 hours. The mixture is filtered, the filtrate evaporated, the residue taken up in water and the solution washed with diethyl ether. The pH thereof is adjusted to about 8.5 by addition of aqueous ammonium chloride, the precipitate collected, washed successively with methanol and diethyl ether and dried, to yield the 2-(p-aminophenyl)-pyrazolo[4,3-c]quinolin-3(5H)-one, showing IR-peaks at 896, 885, 865, 840, 820, 815, 782, 776, 761, 740, 736 and 720 cm-1.

Workup

  1. filtrationThe mixture is filtered
  2. customthe filtrate evaporated
  3. washthe solution washed with diethyl ether
  4. additionThe pH thereof is adjusted to about 8.5 by addition of aqueous ammonium chloride
  5. customthe precipitate collected
  6. washwashed successively with methanol and diethyl ether
  7. customdried

Sources & evidence

ORD record
ord-fd94e95dcf544c1f9e68153f3edfe123
Source dataset
uspto-grants-1982_01
Patent number
US04312870

Reaction notes

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