Hydrochloric Acid → HCID 136008000, compound

HRID 1010827Notes

Reaction equation

HRID 1010827 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. The reaction mixture was cooled to room temperature and acidified with dilute hydrochloric acid. The product was isolated by filtration, washed with water, and dried overnight under vacuum to obtain 3.39 g of product. (Yield 67%).

Workup

  1. temperaturefurther heating overnight
  2. temperatureThe reaction mixture was cooled to room temperature
  3. customThe product was isolated by filtration
  4. washwashed with water
  5. customdried overnight under vacuum

Sources & evidence

ORD record
ord-2b0956686fd44695944057c5c4677868
Source dataset
uspto-grants-2011_07
Patent number
US07977342B2

Reaction notes

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