Sodium Hydroxide → HCID 178509247, compound

HRID 439807Notes

Reaction equation

HRID 439807 reaction equation
[NH2:1][C:2]1[N:3](C(=O)N)[N:4]=[CH:5][C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]3[O:20][CH2:21][O:22][C:16]=3[CH:15]=2)=[CH:9][CH:8]=1.[OH-].[Na+]>CO>[NH2:1][C:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]4[O:20][CH2:21][O:22][C:16]=4[CH:15]=3)=[CH:9][CH:8]=2)=[CH:5][NH:4][N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22408226HCID 22408226, compound

Product 1

HCID 178509247HCID 178509247, compoundYield 74.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 3-amino-2-carbamoyl-4-[4-(3,4-methylenedioxyphenylmethyl)phenyl]pyrazole (2.0 g) in methanol (20 ml) was added 5N sodium hydroxide solution (2.0 ml), and the mixture was refluxed for 1 hour. The solvent was distilled away under reduced pressure, and thereto was added water (50 ml) under ice-cooling. The mixture was neutralized (pH 7 to 8) with 10% hydrochloric acid, and the precipitate was separated by filtraltion, washed with chloroformdiethyl ether to give the title compound (1.3 g, 74.0%).

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. distillationThe solvent was distilled away under reduced pressure
  3. additionwas added water (50 ml) under ice-
  4. temperaturecooling
  5. customthe precipitate was separated by filtraltion
  6. washwashed with chloroformdiethyl ether

Sources & evidence

ORD record
ord-58f73b85f3de4930ae7ab20416cbc889
Source dataset
uspto-grants-1996_05
Patent number
US05516777

Reaction notes

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