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Chemical Structure| 100481-09-2 Chemical Structure| 100481-09-2
Chemical Structure| 100481-09-2

Thiazole-2-sulfonyl chloride

CAS No.: 100481-09-2

4.5 *For Research Use Only !

Cat. No.: A733377 Purity: 90%

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Product Details of [ 100481-09-2 ]

CAS No. :100481-09-2
Formula : C3H2ClNO2S2
M.W : 183.64
SMILES Code : O=S(C1=NC=CS1)(Cl)=O
MDL No. :MFCD08460252
InChI Key :HYJQWMUBCRPGDS-UHFFFAOYSA-N
Pubchem ID :11579235

Safety of [ 100481-09-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P261-P280-P305+P351+P338-P310
Class:8
UN#:1760
Packing Group:

Application In Synthesis of [ 100481-09-2 ]

* 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 [ 100481-09-2 ]

[ 100481-09-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 100481-09-2 ]
  • [ 5497-76-7 ]
  • (2S)-1-(thiazol-2-ylsulfonyl)pyrrolidine-2-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
0.1 g 2-Mercaptothiazole (0.12 g, 1.0 mmol) was suspended in conc. sulfuric acid (5 mL), and the suspension was cooled to -15 C. Aqueous sodium hypochlorite solution (10% chlorine, 11 mL) was slowly added while adjusting the titration rate such that the temperature in the reaction was within the range from -15 C. to 10 C., and the mixture was warmed to 0 C., and stirred for 1 hr. Water (10 mL) was added to the reaction mixture, and the mixture was extracted three times with dichloromethane. The dichloromethane layer was washed with water and dried over sodium sulfate. The desiccant was filtered off, and the solvent was evaporated to give a crude product (0.16 g) of thiazol-2-ylsulfonyl chloride. The obtained sulfonyl chloride was dissolved in acetonitrile (5 mL), <strong>[5497-76-7]L-proline tert-butyl ester hydrochloride</strong> (0.19 g, 0.90 mmol) and triethylamine (0.21 mL, 1.5 mmol) were added, and the mixture was stirred at room temperature overnight. Ethyl acetate was added to the reaction mixture, the mixture was washed successively with 1 mol/L aqueous hydrochloric acid solution, saturated aqueous sodium hydrogen carbonate and saturated brine, and the organic layer was dried over sodium sulfate. The desiccant was filtered off, and the solvent was evaporated. Trifluoroacetic acid (3 mL) was added to the obtained residue, and the mixture was stirred at room temperature for 2 hr. The solvent was evaporated to give the title compound (0.10 g, 0.38 mmol, 97%).MS (ESI) m/z 263 (M+H)+
 

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