Sodium Hydroxide → HCID 9920415, compound

HRID 891229Notes

Reaction equation

HRID 891229 reaction equation
[Cl:1]Cl.[CH2:3]([N:5]1[CH:9]=[C:8]([CH3:10])[CH:7]=[N:6]1)[CH3:4].[OH-].[Na+]>ClCCCl>[Cl:1][C:9]1[N:5]([CH2:3][CH3:4])[N:6]=[CH:7][C:8]=1[CH3:10]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24526ChlorineHCID 22245193HCID 22245193, compound

Product 1

HCID 9920415HCID 9920415, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

167.7 g (2.36 mol) of chlorine were passed into a solution of 165 g (1.5 mol) of 1-ethyl-4-methylpyrazole and 625 g of 1,2-dichloroethane over the course of 2 h. The temperature rose to 60° C. and could be kept at 60° C. by cooling with ice. While cooling, the resulting reaction solution was neutralized at 25° C. with 533.9 g (2.0 mol) of 15% strength aqueous sodium hydroxide solution. After phase separation, the organic phase was distilled to afford 122.1 g (0.843 mol) of 5-chloro-1-ethyl-4-methylpyrazole of boiling point (200) 118° C. and a purity of 99.8% (GC) and 109.1 g (0.61 mol) of 3,5-dichloro-1-ethyl-4-methylpyrazole of boiling point (200) 154° C. and a purity of 99.6%. This corresponds to a yield of 96.6% of theory based on 1-ethyl-4-methylpyrazole.

Workup

  1. customrose to 60° C.
  2. customcould be kept at 60° C.
  3. temperatureby cooling with ice
  4. temperatureWhile cooling
  5. customthe resulting reaction solution
  6. customAfter phase separation
  7. distillationthe organic phase was distilled

Sources & evidence

ORD record
ord-2614fbe35be14f6194f76257f97fcc31
Source dataset
uspto-grants-2006_02
Patent number
US07002023B2

Reaction notes

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