Sodium Hydroxide → HCID 178524697, compound

HRID 1654735Notes

Reaction equation

HRID 1654735 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[N:10]([N:13]=[CH:14][C:15]=2[C:16]2[CH:21]=[CH:20][C:19]([CH2:22][C:23]3[CH:28]=[CH:27][C:26]4[O:29][CH2:30][O:31][C:25]=4[CH:24]=3)=[CH:18][CH:17]=2)[C:11]=1[OH:12])=[O:5])C.[OH-].[Na+]>C(O)C>[C:4]([C:6]1[CH:7]=[N:8][C:9]2[N:10]([N:13]=[CH:14][C:15]=2[C:16]2[CH:17]=[CH:18][C:19]([CH2:22][C:23]3[CH:28]=[CH:27][C:26]4[O:29][CH2:30][O:31][C:25]=4[CH:24]=3)=[CH:20][CH:21]=2)[C:11]=1[OH:12])([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178469481HCID 178469481, compound

Product 1

HCID 178524697HCID 178524697, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 6-ethoxycarbonyl-7-hydroxy-3-[4-(3,4 -methylenedioxyphenylmethyl)phenyl]pyrazolo[1,5-a]pyrimidine (1.2 g) in ethanol (60 ml) was added 5N sodium hydroxide solution (3.0 ml), and the mixture was heated and refluxed for 20 hours. The solvent was distilled away under reduced pressure, and thereto was added water (100 ml) under ice-cooling. The mixture was adjusted to acid with 10% hydrochloric acid, and the precipitate was separated by filtration, washed with water to give the title compound (1.0 g, 89.3%).

Workup

  1. temperaturethe mixture was heated
  2. temperaturerefluxed for 20 hours
  3. distillationThe solvent was distilled away under reduced pressure
  4. additionwas added water (100 ml) under ice-
  5. temperaturecooling
  6. customthe precipitate was separated by filtration
  7. washwashed with water

Sources & evidence

ORD record
ord-cb51741d9459493ca9f2bb2b6e19edeb
Source dataset
uspto-grants-1995_04
Patent number
US05409928

Reaction notes

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