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

HRID 1012218Notes

Reaction equation

HRID 1012218 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-].[Na+].[Na+].[Cl:17]Cl>C1C(Cl)=CC=C(Cl)C=1>[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

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24526ChlorineHCID 27773975-Chloro-1,3-dimethylpyrazole-4-carboxaldehyde

Product 1

HCID 117454925-Chloro-1,3-dimethyl-1h-pyrazole-4-carbonyl chlorideYield 87%

Reagents, catalysts & solvents 1

HCID 46851,4-DichlorobenzeneSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 48 g of 5-chloro-1,3-dimethyl-1H-pyrazole-4-carbaldehyde in 195 ml of dichlorobenzene under protective gas are added 39.8 g of sodium carbonate. Subsequently, while illuminating with a mercury lamp, 24 g of chlorine gas are introduced at 20° C. within 3.5 hours. After the gas introduction has ended, the reaction solution is stirred with illumination at 20° C. for a further 20 minutes. The solid is filtered off and washed with a little dichlorobenzene. After the solvent has been removed, 5-chloro-1,3-dimethyl-1H-pyrazole-4-carbonyl chloride is obtained in a yield of 87%.

Workup

  1. customSubsequently, while illuminating with a mercury lamp
  2. filtrationThe solid is filtered off
  3. washwashed with a little dichlorobenzene
  4. customAfter the solvent has been removed

Sources & evidence

ORD record
ord-f0ecb22d9c854f8491d1c17dcb58430e
Source dataset
uspto-grants-2011_07
Patent number
US07977494B2

Reaction notes

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