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Chemical Structure| 875-97-8 Chemical Structure| 875-97-8

Structure of 875-97-8

Chemical Structure| 875-97-8

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Product Details of [ 875-97-8 ]

CAS No. :875-97-8
Formula : C5H5NO4S
M.W : 175.16
SMILES Code : O=C(O)CC(SC(N1)=O)C1=O
MDL No. :MFCD01165868
InChI Key :NYOCHSASHNVXRM-UHFFFAOYSA-N
Pubchem ID :645030

Safety of [ 875-97-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 875-97-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 875-97-8 ]

[ 875-97-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 875-97-8 ]
  • [ 21344-90-1 ]
  • [ 1449016-00-5 ]
YieldReaction ConditionsOperation in experiment
68% General procedure: The general protocol followed by us in obtaining 2-(2,4-dioxo-1,3-thiazolidin-5-yl)acetamide compounds 4a-o is illustrated for the synthesis of N-(4-phenyl-1,3-thiazol-2-yl)-2-(2,4-dioxo-1,3-thiazolidin-5-yl)acetamide (4a) as an example. A solution of compound 1 (0.4 g, 2.55 mmol) in DCM (10 mL) is cooled to 0 °C and then charged with HOBT (0.36 g, 2.4 mmol), followed by HBTU (0.90 g, 2.4 mmol). The reaction mixture is stirred at 0 °C for 45 min. After that, a solution of 4-phenylthiazol-2-amine, 3a (0.29 g,1.70 mmol) and DIEA (0.8 mL, 5.1 mmol) in a mixture of DCM (5 mL) and DMF (2.5 mL) is added drop wise over 5 min. The reaction temperature is initially maintained at 0 °C for 1 h and later at RT for 10 h. Completion of reaction is evidenced by TLC analysis. After evaporating the DCM solvent on rotavapor, the reaction mixture is diluted with 40 mL of distilled water and extracted with (3 15 mL) of ethyl acetate. The combined organic layer is washed with saturated aqueous sodium bicarbonate solution (2 10 mL), followed by saturated aqueous sodium chloride solution (2 20 mL). After drying over anhydrous sodium sulfate, the organic layer is filtered and the filtrate is stripped off the solvent. The crude product thus obtained is purified by column chromatography over silica gel. The rest of the 2-(thiazolidinedion-5-yl)acetamide derivatives (4b-o) are prepared similarly by reacting 2,4-dioxo-1,3-thiazolidine-5-acetic acid (1) with the appropriate amine (3b-o).
 

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