Morpholine → HCID 178463124, compound

HRID 1738356Notes

Reaction equation

HRID 1738356 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].[NH:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>O>[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:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)[C:11]=2[Cl:21])[CH:5]=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 178463117HCID 178463117, compound

Product 1

HCID 178463124HCID 178463124, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1.5 g (4.1 mmol) of 1-ethyl-4-(2,3-dichloro-4-methylsulfonylbenzoyl)-5-hydroxypyrazole in 30 mL of morpholine was heated at 100° C. with stirring for 2 days. The reaction mixture was then diluted with water, washed with diethyl ether, and acidified with hydrochloric acid. The resulting solution was extracted with dichloromethane and the extract was concentrated by evaporation under reduced pressure. The resulting residue was recrystallized from ethanol/dichloromethane to obtain to 0.33 g (20 percent of theory) of the title compound as a white solid.

Workup

  1. washwashed with diethyl ether
  2. extractionThe resulting solution was extracted with dichloromethane
  3. concentrationthe extract was concentrated by evaporation under reduced pressure
  4. customThe resulting residue was recrystallized from ethanol/dichloromethane

Sources & evidence

ORD record
ord-6f5c8906858b4c7bb60f22aa0e7f2151
Source dataset
uspto-grants-1999_10
Patent number
US05962690

Reaction notes

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