Sodium Bicarbonate → HCID 9797861, compound

HRID 326163Notes

Reaction equation

HRID 326163 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-8cb63f971b8e4dde865cc03ad5b5d93c
Source dataset
uspto-grants-1984_04
Patent number
US04444779

Reaction notes

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