Chlorodifluoromethane → HCID 15672343, compound

HRID 1870090Notes

Reaction equation

HRID 1870090 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([CH3:11])=[CH:6][C:5]=1[C:12]1[NH:16][N:15]([CH3:17])[C:14](=[O:18])[CH:13]=1.Cl[CH:20]([F:22])[F:21]>O.O1CCOCC1>[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([CH3:11])=[CH:6][C:5]=1[C:12]1[CH:13]=[C:14]([O:18][CH:20]([F:22])[F:21])[N:15]([CH3:17])[N:16]=1

Participants

6

Reactant 3

HCID 6372ChlorodifluoromethaneHCID 14798Sodium HydroxideHCID 18695171HCID 18695171, compound

Product 1

HCID 15672343HCID 15672343, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

28.8 g (720 mmol) of sodium hydroxide dissolved in 240 ml of water were added to a solution of 37 g (144 mmol) of 5-(2,4-dichloro-5-methylphenyl)-1,2-dihydro-2-methyl-3H-pyrazol-3-one in 390 ml of dioxane. Chlorodifluoromethane was subsequently passed in at 60-65° C. in the course of 4 hours, whereupon the reaction solution was stirred into 1 l of water. It was then extracted using methyl tert-butyl ether. The organic phase was dried over magnesium sulfate, filtered and then concentrated. The crude product was purified by means of column chromatography on silica gel (eluent: diethyl ether). Yield: 35.1 g.

Workup

  1. customwas subsequently passed in at 60-65° C. in the course of 4 hours, whereupon the reaction solution
  2. extractionIt was then extracted
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude product was purified by means of column chromatography on silica gel (eluent: diethyl ether)

Sources & evidence

ORD record
ord-e14929b5fc294297bf15c9cea1cf0a30
Source dataset
uspto-grants-2000_08
Patent number
US06096689

Reaction notes

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