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Chemical Structure| 15857-70-2 Chemical Structure| 15857-70-2

Structure of 15857-70-2

Chemical Structure| 15857-70-2

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Product Details of [ 15857-70-2 ]

CAS No. :15857-70-2
Formula : C9H12ClNS
M.W : 201.72
SMILES Code : [NH3+]C1CCSC2=C1C=CC=C2.[Cl-]
MDL No. :MFCD00035263

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Application In Synthesis of [ 15857-70-2 ]

* 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 [ 15857-70-2 ]

[ 15857-70-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 3528-17-4 ]
  • [ 593-56-6 ]
  • [ 15857-70-2 ]
YieldReaction ConditionsOperation in experiment
(Step 1) 2,3-Dihydro-4H-thiochromen-4-one (13.0 g) and o-methylhydroxylamine hydrochloride (7.93 g) were stirred in pyridine (30 ml) at room temperature for 4 hr. The reaction solution was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with 1N hydrochloric acid and saturated brine, dried over magnesium sulfate and filtered. The solvent was evaporated under reduced pressure. To a solution (150 ml) of the obtained residue in tetrahydrofuran was added tetrahydrofuran-borane (200 ml, 1M tetrahydrofuran solution) at 0C. The reaction mixture was stirred at 90C for 3 hr, and quenched with ice, and 1N hydrochloric acid (300 ml) was added. The mixture was stirred at 90C for 2 hr, and ethyl acetate was added thereto. The separated aqueous layer was basified with 8N sodium hydroxide solution, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate and filtered. The solvent was evaporated under reduced pressure. The obtained residue was dissolved in methanol, 4N hydrogen chloride-ethyl acetate solution (20 ml) was added, and the obtained precipitate was collected by filtration, and washed with ethyl acetate to give 3,4-dihydro-2H-thiochromen-4-amine hydrochloride (6.16 g). 1H NMR (300 M Hz, DMSO-d6) δ ppm 2.12-2.27 (1H, m) 2.36-2.48 (1H, m) 2.96-3.29 (2H, m) 4.52 (1H, d, J=3.41 Hz) 7.09-7.31 (3H, m) 7.53 (1H, d, J=7.95 Hz) 8.66 (3H, s).
 

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