Sulfuric Acid → HCID 13823607, compound

HRID 1252846Notes

Reaction equation

HRID 1252846 reaction equation
[CH2:1]([O:3][C:4]([C:6]([C:22](=O)[CH3:23])=[CH:7][NH:8][NH:9][C:10]1[C:15]([Cl:16])=[CH:14][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:12][C:11]=1[Cl:21])=[O:5])[CH3:2].S(=O)(=O)(O)O>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:10]2[C:15]([Cl:16])=[CH:14][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:12][C:11]=2[Cl:21])[C:22]=1[CH3:23])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 178472132HCID 178472132, compound

Product 1

HCID 13823607HCID 13823607, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5 g (0.013 mole) of N-[2-ethoxycarbonyl-2-acetylvinyl]-N'-(2,6-dichloro-4-trifluoromethyl-phenyl)-hydrazine are dissolved in 50 ml of ethanol, 1 ml of concentrated sulphuric acid is added and the mixture is heated for 1 hour under reflux. The reaction mixture is concentrated in vacuo, taken up in methylene chloride, washed with saturated sodium hydrogen carbonate solution, the methylene chloride phase is dried over magnesium sulphate and concentrated in vacuo. 4.1 g (86% of theory) of 4-ethoxycarbonyl-5-methyl-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-pyrazole with a melting point of 61°-62° C. are obtained.

Workup

  1. temperaturethe mixture is heated for 1 hour
  2. temperatureunder reflux
  3. concentrationThe reaction mixture is concentrated in vacuo
  4. washwashed with saturated sodium hydrogen carbonate solution
  5. dry with materialthe methylene chloride phase is dried over magnesium sulphate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-51bd544950d8432f8679b9cd500736b8
Source dataset
uspto-grants-1988_05
Patent number
US04746354

Reaction notes

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