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

HRID 1153980Notes

Reaction equation

HRID 1153980 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. Colorless granular crystals. Melting point: 206°-207° C. (from ethanol).

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-fa449936dda14a3d96759f870e25be01
Source dataset
uspto-grants-1984_12
Patent number
US04487772

Reaction notes

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