Sulfuric Acid → HCID 21997415, compound

HRID 1977088Notes

Reaction equation

HRID 1977088 reaction equation
[C:1]([C:3]1[CH:4]=[N:5][N:6]([C:15]2[C:19]([Cl:20])=[C:18]([S:21]([CH3:24])(=[O:23])=[O:22])[N:17]([CH3:25])[N:16]=2)[C:7]=1[CH:8](OCC)[O:9]CC)#[N:2].S(=O)(=O)(O)O>O1CCOCC1>[C:1]([C:3]1[CH:4]=[N:5][N:6]([C:15]2[C:19]([Cl:20])=[C:18]([S:21]([CH3:24])(=[O:22])=[O:23])[N:17]([CH3:25])[N:16]=2)[C:7]=1[CH:8]=[O:9])#[N:2]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 21997418HCID 21997418, compound

Product 1

HCID 21997415HCID 21997415, compoundYield 86.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.10 g (3.5 mmol) of 4-cyano-5-diethoxymethyl-1-(4-chloro-1-methyl-5-methylsulfonyl-3-pyrazolyl)pyrazole are dissolved in 20 ml of 1,4-dioxane and, after addition of 2 ml of 50% strength sulfuric acid, heated under reflux for 2 hours. The solution is cooled and the volatile components are then distilled off, and the residue taken up in dichloromethane and extracted with water and sodium bicarbonate solution. Drying with sodium sulfate and concentration using a rotary evaporator gives 0.95 g (86%) of the desired aldehyde which can be reacted without any further purification.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. temperatureThe solution is cooled
  4. distillationthe volatile components are then distilled off
  5. extractionextracted with water and sodium bicarbonate solution
  6. dry with materialDrying with sodium sulfate and concentration
  7. customa rotary evaporator

Sources & evidence

ORD record
ord-ac26b5350416485fac61fc5b396d8ff1
Source dataset
uspto-grants-2001_05
Patent number
US06232271B1

Reaction notes

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