Hydrochloric Acid → HCID 136008000, compound

HRID 1354296Notes

Reaction equation

HRID 1354296 reaction equation
[C:1]([C:3]1[C:7]([CH3:8])=[N:6][N:5]([CH3:9])[C:4]=1[NH:10][C:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[F:18])#[N:2].[OH:20]O.Cl>[OH-].[Na+]>[F:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:11]1[NH:2][C:1](=[O:20])[C:3]2[C:7]([CH3:8])=[N:6][N:5]([CH3:9])[C:4]=2[N:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 17088883N-(4-Cyano-1,3-dimethyl-1H-pyrazol-5-yl)-2-fluorobenzamide

Product 1

HCID 136008000HCID 136008000, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
90 °C

Procedure

N-(4-Cyano-2,5-dimethyl-2H-pyrazol-3-yl)-2-fluoro-benzamide (5.0 g, 19.36 mmole) was suspended in 38 ml 1M sodium hydroxide and heated to 90° C. for 3 hours followed by addition of 30% hydrogen peroxide (10 ml) and further heating overnight. Cooled reaction mixture to room temperature and acidified with dilute hydrochloric acid. Product was isolated by filtration, washed with water, and dried overnight under vacuum to obtain 3.39 g product. (Yield 67%).

Workup

  1. temperaturefurther heating overnight
  2. temperatureCooled
  3. customreaction mixture to room temperature
  4. customProduct was isolated by filtration
  5. washwashed with water
  6. customdried overnight under vacuum

Sources & evidence

ORD record
ord-dd88d719332c495bb87c218ac13abb89
Source dataset
uspto-grants-2007_05
Patent number
US07223766B2

Reaction notes

Loading…