Water → HCID 54501552, compound

HRID 357156Notes

Reaction equation

HRID 357156 reaction equation
C(O[CH:4]=[C:5]1[S:9][C:8](=[O:10])[NH:7][C:6]1=[O:11])C.[Na].[CH2:13]([SH:15])[CH3:14].O>C(O)C>[CH2:13]([S:15][CH:4]=[C:5]1[S:9][C:8](=[O:10])[NH:7][C:6]1=[O:11])[CH3:14]

Participants

5

Reactant 3

HCID 962WaterHCID 45051917Sodium ethanethiolHCID 537875085-(Ethoxymethylene)thiazolidine-2,4-dione

Product 1

HCID 54501552HCID 54501552, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 5.20 g of 5-(ethoxymethylene)thiazolidine-2,4-dione (1:1.71 mixture with thiazolidine-2,4-dione, about 13.9 mmol) in 50 ml of ethanol, 5.0 g (59 mmol) of ethanethiol sodium salt was added at room temperature, followed by stirring under heating conditions for 3 hours. After cooling, the reaction mixture was poured into water and adjusted to a pH level of about 2. The resulting precipitate was collected by filtration, washed with water and then with n-hexane/diethyl ether and dried to yield 1.38 g (52.0%, light yellow powder) of the desired product.

Workup

  1. additionwas added at room temperature
  2. temperatureAfter cooling
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water
  5. dry with materialwith n-hexane/diethyl ether and dried

Sources & evidence

ORD record
ord-f2c262a790024d35b3922934d789170b
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

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