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Chemical Structure| 654682-77-6 Chemical Structure| 654682-77-6

Structure of 654682-77-6

Chemical Structure| 654682-77-6

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Product Details of [ 654682-77-6 ]

CAS No. :654682-77-6
Formula : C8H11NO2S
M.W : 185.24
SMILES Code : O=C(N(OC)C)CC1=CSC=C1

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Application In Synthesis of [ 654682-77-6 ]

* 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 [ 654682-77-6 ]

[ 654682-77-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 6964-21-2 ]
  • [ 6638-79-5 ]
  • [ 654682-77-6 ]
YieldReaction ConditionsOperation in experiment
77% 20.2 g (105.5 mmol) of EDC, 9.50 g (70.3 mmol) of HOBt and 47.8 ml (281.2 mmol) of DIPEA were added at 0 C. to a solution of 10.0 g (70.3 mmol) of 2-(thiophen-3-yl)-acetic acid in DCM (200 ml). After stirring for 20 min at 0 C., 3.08 g (84.4 mmol) of N,O-dimethylhydroxylamine hydrochloride were added. Stirring was then carried out for a further 16 h at RT. The mixture was then quenched with a sat. aq. NH4Cl sol. and extracted with DCM. The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. After CC (hexane/EA 17:3), 9.98 g (53.9 mmol, 77%) of N-methoxy-N-methyl-2-(thiophen-3-yl)acetamide were obtained.
  • 2
  • [ 6964-21-2 ]
  • [ 1117-97-1 ]
  • [ 654682-77-6 ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃; for 2h;Inert atmosphere; [00201] Step 1: Synthesis of N-methoxy-N-methyl-2-(thiophen-3-yl)acetamide:[00202] A mixture of 2-(thiophen-3-yl)acetic acid (2.0g, 14.1 mmol), 0,N-dimethyl- hydroxylamine (1.68 g, 16.9 mmol), EDCI (2.95 g, 15.5 mmol), HOBT (2.15 g, 15.5 mmol), and TEA (3.7 mL, 31 mmol) in anhydrous DCM (50 mL) was stirred at room temperature under nitrogen for two hours. The reaction mixture was diluted with CH2CI2, and the organic layer was washed with aqueous HC1 solution (0.5 mol/L, 30 mLx2), saturated NaHC03 (30 mLx2) and brine(30 mL), dried over Na2S04, filtered, and concentrated to give the crude N- methoxy-N-methyl-2-(thiophen-3-yl)acetamide (2.0 g, yield 76.6%).
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃; for 2h;Inert atmosphere; [00341] A mixture of 2-(thiophen-3-yl)acetic acid (2.0g, 14.1 mmol), 0,/V-dimethyl- hydroxylamine(1.68 g, 16.9 mmol), EDCI (2.95 g, 15.5 mmol), HOBT (2.15 g, 15.5 mmol), and TEA (3.7 mL, 31 mmol) in anhydrous DCM (50 mL) was stirred at room temperature under nitrogen for two hours. The reaction mixture was diluted with CH2CI2, and the organic layer was washed with aqueous HC1 solution (0.5 mol/L1, 30 mLx2), saturated NaHC03 (30 mLx2) and brine(30 mL), dried over Na2S04, filtered, and concentrated to give the crude N- methoxy-N-methyl-2-(thiophen-3-yl)acetamide (2.0 g, yield 76.6%).
 

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