Potassium Carbonate → 5-Chloro-1,3-dimethyl-1h-pyrazole-4-carbonyl chloride

HRID 1012221Notes

Reaction equation

HRID 1012221 reaction equation
[Cl:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([CH3:8])[C:3]=1[CH:9]=[O:10].C(=O)([O-])[O-].[K+].[K+].[Cl:17]Cl>ClC1C=CC=CC=1Cl.O>[Cl:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([CH3:8])[C:3]=1[C:9]([Cl:17])=[O:10]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 24526ChlorineHCID 27773975-Chloro-1,3-dimethylpyrazole-4-carboxaldehyde

Product 1

HCID 117454925-Chloro-1,3-dimethyl-1h-pyrazole-4-carbonyl chlorideYield 77%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 72391,2-DichlorobenzeneSolvent

Procedure

Initial charging of 11 g of a 10% solution of 5-chloro-1,3-dimethyl-1H-pyrazole-4-carbaldehyde in 1,2-dichlorobenzene at 10° C., is followed by addition of a solution of 4.6 g of potassium carbonate in 20 ml of water. At 10° C., while illuminating with a mercury lamp, 8 g of chlorine gas are introduced within 1 hour. After the gas introduction has ended, the reaction solution is admixed with water, and the organic phase is removed and washed with water. After removal of the solvent, 5-chloro-1,3-dimethyl-1H-pyrazole-4-carbonyl chloride is obtained in a yield of 77%.

Workup

  1. customAt 10° C., while illuminating with a mercury lamp
  2. customthe organic phase is removed
  3. washwashed with water
  4. customAfter removal of the solvent

Sources & evidence

ORD record
ord-aa118ac269d3441aaaf75de4ed386967
Source dataset
uspto-grants-2011_07
Patent number
US07977494B2

Reaction notes

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