Hydrochloric Acid → HCID 136008001, compound

HRID 1354300Notes

Reaction equation

HRID 1354300 reaction equation
[CH2:1]([N:5]1[C:9]([NH:10][C:11](=O)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])=[C:8]([C:20]#[N:21])[C:7]([CH3:22])=[N:6]1)[CH2:2][CH2:3][CH3:4].OO.C([OH:27])C.Cl>[OH-].[Na+]>[CH2:1]([N:5]1[C:9]2[N:10]=[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[F:18])[NH:21][C:20](=[O:27])[C:8]=2[C:7]([CH3:22])=[N:6]1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 784Hydrogen Peroxide2×HCID 21104353HCID 21104353, compound

Product 1

HCID 136008001HCID 136008001, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

N-(2-Butyl-4-cyano-5-methyl-2H-pyrazol-3-yl)-2-fluoro-benzamide (4.0 g, 13.3 mmole) was suspended in 26 ml 1M sodium hydroxide, added 30% hydrogen peroxide (10 ml) and ethanol (5 ml). Heated the reaction mixture to reflux for 4 hours, then added more 30% hydrogen peroxide (10 ml) and heated to reflux overnight. Cooled reaction mixture and acidified with dilute hydrochloric acid to pH 6.0. Collected product by filtration and dried under vacuum to obtain 1.29 g product (yield: 32%).

Workup

  1. temperatureHeated the reaction mixture
  2. temperatureto reflux for 4 hours
  3. temperatureheated
  4. temperatureto reflux overnight
  5. temperatureCooled
  6. customreaction mixture
  7. filtrationCollected product by filtration
  8. customdried under vacuum

Sources & evidence

ORD record
ord-5b015f7abe244e1aa79c9a68d2a52ca2
Source dataset
uspto-grants-2007_05
Patent number
US07223766B2

Reaction notes

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