Hydrochloric Acid → HCID 136008001, compound

HRID 1010831Notes

Reaction equation

HRID 1010831 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, and 30% hydrogen peroxide (10 ml) and ethanol (5 ml) were added. The reaction mixture was heated to reflux for 4 hours, then more 30% hydrogen peroxide (10 ml) was added and heated to reflux overnight. The reaction mixture was cooled and acidified with diluted hydrochloric acid to pH 6.0. The product was collected by filtration and dried under vacuum to obtain 1.29 g of product (yield: 32%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 4 hours
  3. temperatureheated
  4. temperatureto reflux overnight
  5. temperatureThe reaction mixture was cooled
  6. filtrationThe product was collected by filtration
  7. customdried under vacuum

Sources & evidence

ORD record
ord-8189a387c9fa4fd1bc1ddec02cc84917
Source dataset
uspto-grants-2011_07
Patent number
US07977342B2

Reaction notes

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