Sodium Bicarbonate → HCID 145774690, compound

HRID 2166537Notes

Reaction equation

HRID 2166537 reaction equation
Cl[CH:2]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH3:16])=[CH:10][C:9]=1[O:17][CH2:18][CH3:19])[C:3](OCC)=[O:4].[NH2:20][C:21]([NH2:23])=[S:22].C(=O)([O-])O.[Na+]>C(O)C.O>[CH2:18]([O:17][C:9]1[CH:10]=[C:11]([O:14][CH2:15][CH3:16])[CH:12]=[CH:13][C:8]=1[CH:2]1[S:22][C:21](=[NH:20])[NH:23][C:3]1=[O:4])[CH3:19]

Participants

6

Reactant 3

HCID 516892Sodium BicarbonateHCID 2723790ThioureaHCID 20499365HCID 20499365, compound

Product 1

HCID 145774690HCID 145774690, compoundYield 74.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

730 mg of ethyl α-chloro-α-(2,4-diethoxyphenyl)acetate and 380 mg of thiourea, in 7 ml of ethanol, are stirred under reflux for 1 hour. After cooling, the solution is poured in 30 ml of water, neutralized with a saturated aqueous solution of sodium hydrogen carbonate and extracted with ethyl acetate. The extract is washed with water, dried (MgSO4) and distilled to remove the ethyl acetate, whereby 510 mg (74.5%) of 5-(2,4-diethoxyphenyl)-2-iminothiazolidin-4-one is obtained, m.p. 179°-181° C. (hemihydrate).

Workup

  1. temperatureunder reflux for 1 hour
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. washThe extract is washed with water
  5. dry with materialdried (MgSO4)
  6. distillationdistilled
  7. customto remove the ethyl acetate

Sources & evidence

ORD record
ord-5ebd19a68f5541938bd8896ea92169f2
Source dataset
uspto-grants-1983_06
Patent number
US04387101

Reaction notes

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