Sodium Bicarbonate → HCID 9797861, compound

HRID 1759345Notes

Reaction equation

HRID 1759345 reaction equation
N=[C:2]1[NH:6][C:5](=[O:7])[CH:4]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[CH:11][CH:10]=2)[S:3]1.C(=O)([O-])[OH:25].[Na+]>Cl>[O:21]1[CH2:22][CH2:23][N:18]([CH2:17][CH2:16][O:15][C:12]2[CH:13]=[CH:14][C:9]([CH2:8][CH:4]3[S:3][C:2](=[O:25])[NH:6][C:5]3=[O:7])=[CH:10][CH:11]=2)[CH2:19][CH2:20]1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 140332947HCID 140332947, compound

Product 1

HCID 9797861HCID 9797861, compoundYield 92.7%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

In 50 ml of 2 N-HCl is dissolved 4.1 g of the above 2-imino-5-[4-(2-morpholinoethyloxy)benzyl]thiazolidin-4-one and the solution is heated under reflux for 16 hours. After cooling, the reaction mixture is neutralized with a saturated aqueous solution of sodium hydrogen carbonate and extracted with ethyl acetate. The extract is washed with water, dried over sodium sulfate and distilled to remove the ethyl acetate, whereupon 3.8 g (92.7%) of 5-[4-(2-morpholinoethyloxy)benzyl]thiazolidine-2,4-dione is obtained as crystals. These crystals are recrystallized from dimethylformamide-water. Colorless prisms, m.p. 188°-189° C.

Workup

  1. temperaturethe solution is heated
  2. temperatureunder reflux for 16 hours
  3. temperatureAfter cooling
  4. extractionextracted with ethyl acetate
  5. washThe extract is washed with water
  6. dry with materialdried over sodium sulfate
  7. distillationdistilled
  8. customto remove the ethyl acetate

Sources & evidence

ORD record
ord-683b17bf0858484a937159e846d8fac1
Source dataset
uspto-grants-1982_07
Patent number
US04340605

Reaction notes

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