Water → 6-(Morpholine-4-carbonyl)-3,4-dihydroquinolin-2(1H)-one

HRID 1262843Notes

Reaction equation

HRID 1262843 reaction equation
[NH:1]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([O-:14])=O)=[CH:9][CH:10]=2)[CH2:5][CH2:4][C:2]1=[O:3].[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.O>CN(C)C=O>[O:18]1[CH2:19][CH2:20][N:15]([C:12]([C:8]2[CH:7]=[C:6]3[C:11](=[CH:10][CH:9]=2)[NH:1][C:2](=[O:3])[CH2:4][CH2:5]3)=[O:14])[CH2:16][CH2:17]1

Participants

5

Reactant 3

HCID 962WaterHCID 8083MorpholineHCID 7131908HCID 7131908, compound

Product 1

HCID 131953376-(Morpholine-4-carbonyl)-3,4-dihydroquinolin-2(1H)-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.0 Gram of succenimide 3,4-dihydrocarbostyril-6-carboxylate and 0.37 g of morpholine were dissolved in 2 ml of dimethylformamide and stirred at room temperature for 3 hours. Then water was added to the reaction mixture and extracted with chloroform, the chloroform layer was washed with water and a saturated sodium chloride aqueous solution in this order. After drying the chloroform layer with anhydrous sodium sulfate, then chloroform was removed by distillation under a reduced pressure, then acetone was added to the thus obtained residue to crystallize the product. 150 Milligrams of 6-morpholinocarbonyl-3,4-dihydrocarbostyril was obtained.

Workup

  1. extractionextracted with chloroform
  2. washthe chloroform layer was washed with water
  3. dry with materialAfter drying the chloroform layer with anhydrous sodium sulfate
  4. customchloroform was removed by distillation under a reduced pressure
  5. additionacetone was added to the thus obtained residue
  6. customto crystallize the product

Sources & evidence

ORD record
ord-efbcff5c7eed4db9bb11aa3e2c59a090
Source dataset
uspto-grants-1984_06
Patent number
US04454130

Reaction notes

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