Dimethylamine → HCID 178463128, compound

HRID 399940Notes

Reaction equation

HRID 399940 reaction equation
[CH2:1]([N:3]1[C:7]([OH:8])=[C:6]([C:9](=[O:22])[C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[C:12](Cl)[C:11]=2[Cl:21])[CH:5]=[N:4]1)[CH3:2].[CH3:23][NH:24][CH3:25]>>[CH2:1]([N:3]1[C:7]([OH:8])=[C:6]([C:9](=[O:22])[C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[C:12]([N:24]([CH3:25])[CH3:23])[C:11]=2[Cl:21])[CH:5]=[N:4]1)[CH3:2]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 178463117HCID 178463117, compound

Product 1

HCID 178463128HCID 178463128, compound

Conditions

Temperature
110 °C

Procedure

A mixture of 0.60 g (1.7 mmol) of 1-ethyl-4-(2,3-dichloro-4-methylsulfonylbenzoyl)-5-hydroxypyrazole and 8 mL of 40 percent aqueous dimethylamine was placed in a pressure reactor and heated at 110° C. for 24 hours. It was then allowed to cool and was concentrated by evaporation under reduced pressure. The residue was dissolved in dichloromethane and the solution obtained was washed with 1N aqueous hydrochloric acid, dried over sodium sulfate, and concentrated by evaporation under reduced pressure to obtain about 0.50 g of a yellow foam. This was crystallized from ethanol to obtain, after drying for 24 hours at 50° C., 0.17 g of the title compound as an off-white solid melting at 227°-228° C. with decomposition.

Workup

  1. customwas placed in a pressure reactor
  2. temperatureto cool
  3. concentrationwas concentrated by evaporation under reduced pressure
  4. dissolutionThe residue was dissolved in dichloromethane
  5. customthe solution obtained
  6. washwas washed with 1N aqueous hydrochloric acid
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-eeac39b043c94603b833bbf96f10c563
Source dataset
uspto-grants-1998_10
Patent number
US05824802

Reaction notes

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