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Chemical Structure| 79247-88-4 Chemical Structure| 79247-88-4

Structure of 79247-88-4

Chemical Structure| 79247-88-4

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Product Details of [ 79247-88-4 ]

CAS No. :79247-88-4
Formula : C8H11NO2S
M.W : 185.24
SMILES Code : O=C(C1=NC(CC)=CS1)OCC
MDL No. :MFCD11520453
InChI Key :SZBLTQUPTGKZAV-UHFFFAOYSA-N
Pubchem ID :62040440

Safety of [ 79247-88-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H317-H319
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 79247-88-4 ]

* 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 [ 79247-88-4 ]

[ 79247-88-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 2734-70-5 ]
  • [ 79247-88-4 ]
  • N-(2,6-dimethoxyphenyl)-4-ethylthiazole-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
2.54 g A slurry of 398.1 (5.31 g, 28.7 mmol) and potassium hydroxide (3.06 g, 54.5 mmol) in water (20.5 mL) was heated at reflux for 1.25 h. The reaction was allowed to cool to RT and then 3 N HCl was added until the pH was 2. The mixture was extracted with EtOAc (4X). The combined organic layers were dried over anhydrous sodium sulfate and concentrated to afford 398.2 (3.76 g, 83% yield) as a light yellow oil. Note that 398.2 contains 35% of the corresponding decarboxylation byproduct 4-ethylthiazole. Yhis mixture was used in the subsequent step. An ice-cooled solution of 398.2 (3.70 g, 65% pure, 15.3 mmol) in DMF (55 mL) was treated with TEA (5.95 mL, 42.8 mmol) followed by HATU (7.0 g, 18.4 mmol) directly. After 5 min, <strong>[2734-70-5]2,6-dimethoxyaniline</strong> (Amfinecom Inc., 2.3 g, 15.3 mmol) was added. The resulting brown solution was warmed to RT and stirred for 1.75 h. The reaction was then partitioned between water (275 mL) and EtOAc (2X). The combined organic layers were washed with water (1X) and brine (1X), dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by silica gelchromatography (eluent: 10-100% EtOAc in hexanes) to provide Example 398.3 (2.54 g, 57% yield) as a light yellow solid. LCMS-ESI (pos.) m/z: 293.0 (M+H)+.
 

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