Sodium Hydroxide → HCID 123920024, compound

HRID 1747829Notes

Reaction equation

HRID 1747829 reaction equation
[C:1]1([N:7]2[C:11]([N:12](C(OC(C)(C)C)=O)[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[CH:10][CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CO>[C:1]1([N:7]2[C:11]([NH:12][C:13](=[O:14])[O:15][C:16]([CH3:18])([CH3:17])[CH3:19])=[CH:10][CH:9]=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 123466107HCID 123466107, compound

Product 1

HCID 123920024HCID 123920024, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of di-tert-butyl (1-phenyl-1H-pyrazol-5-yl)imidodicarbonate (5.30 g) in methanol (100 mL) was added 1N aqueous sodium hydroxide solution (73.0 mL) at room temperature, and the mixture was stirred at 50° C. for 2 hr. The reaction mixture was concentrated and adjusted to pH 5-6 with 2N hydrochloric acid. The reaction mixture was extracted with dichloromethane, and the extract was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (3.80 g).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. extractionThe reaction mixture was extracted with dichloromethane
  3. washthe extract was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-cb688897da44461e9bbfcc80c125b090
Source dataset
uspto-grants-2015_10
Patent number
US09150588B2

Reaction notes

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