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Chemical Structure| 20353-93-9 Chemical Structure| 20353-93-9

Structure of 20353-93-9

Chemical Structure| 20353-93-9

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Product Details of [ 20353-93-9 ]

CAS No. :20353-93-9
Formula : C6H14ClN3
M.W : 163.65
SMILES Code : C[N+](C)=C/N=C/N(C)C.[Cl-]
MDL No. :MFCD00011793
InChI Key :DEIBXAPEZDJDRC-UHFFFAOYSA-M
Pubchem ID :11008255

Safety of [ 20353-93-9 ]

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 [ 20353-93-9 ]

* 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 [ 20353-93-9 ]

[ 20353-93-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 19012-02-3 ]
  • [ 20353-93-9 ]
  • [ 1443291-03-9 ]
YieldReaction ConditionsOperation in experiment
94% General procedure: An evacuated flame-dried 5-mL microwave vial equipped with magnetic stir bar was brought into a glovebox. Once in the glovebox, the flask was filled with nitrogen atmosphere. Solid LiO-t-Bu (17.6 mg, 0.22 mmol, 1.1 equiv) was added and the vial was sealed. The reaction vessel was removed from the glovebox, and the vial was evacuated and backfilled with nitrogen three times. To the reaction vessel containing stirred solid LiO-t-Bu, was added THF (0.4 mL, 0.5 M) at room temperature. To the stirred reaction mixture was added the corresponding ketone (0.2 mmol, 1.0 equiv) dropwise over one minute at room temperature. After stirring at room temperature for 30 min, the corresponding Gold's reagent (0.22 mmol, 1.1 equiv) was added in one portion. The reaction vessel was sealed with a Teflon vial microwave cap, and transferred to a pre-warmed oil bath set to 65 C. After stirring for the stated time, the reaction was removed from the oil bath, cooled to room temperature, and diluted with sat. aq. NH4Cl (5 mL). The layers were separated, and the aqueous layer was extracted with chloroform (3×5 mL). The combined organics were washed with brine (5 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure by rotary evaporation to give crude enaminone. Purification by flash column chromatography on silica gel or trituration afforded the title compound.
 

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