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[ CAS No. 6309-59-7 ] {[proInfo.proName]}

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Chemical Structure| 6309-59-7
Chemical Structure| 6309-59-7
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Product Details of [ 6309-59-7 ]

CAS No. :6309-59-7 MDL No. :MFCD00102049
Formula : C5H9NOS Boiling Point : -
Linear Structure Formula :- InChI Key :XWSBAVVPGULZOY-UHFFFAOYSA-N
M.W : 131.20 Pubchem ID :237774
Synonyms :

Safety of [ 6309-59-7 ]

Signal Word:Danger Class:4.1
Precautionary Statements:P280-P210-P240-P264-P270-P301+P310-P330-P370+P378-P403+P233-P405-P501 UN#:1325
Hazard Statements:H228-H302-H317-H319-H341-H351 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 6309-59-7 ]

* 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 [ 6309-59-7 ]

[ 6309-59-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 6309-59-7 ]
  • [ 2896-98-2 ]
YieldReaction ConditionsOperation in experiment
74% With sodium carbonate; p-toluenesulfonyl chloride; In water; acetone; at 60℃; for 16h; To a solution of compound 2 (1.0 g, 7.6 mmol) in acetone/H2O (20 mL/20 mL) was added TsC1 (2.16 g, 11.4 mmol) and Na2CO3 (1.2 g, 23.2 mmol). The resulting mixture was stirred at 60 C. for 16 hours. The mixture was concentrated to remove solvents. The residue was extracted with EA (20 mL×3). The organic layer was dried over Na2SO4, filtered, the filtrates were concentrated to give compound 3 (740 mg, 74%) as white solid.
60% With polyphosphoric acid; at 115℃; for 0.25h; The mixture of dihydro-2H-thiopyran-4(31])-one oxime (4.01 g, 0.03 mol) in polyphosphoric acid was heated at 115 D for 1 5mm, and cooled to rt, ice-water was added, then the mixture was extracted with EtOAc 5 times. The combined organic layer was dried over Na2504 and concentrated under vacuum to give 2.4 g product as brown solid in 60% yield. ?H-NMR (400 IVIFIz, CDC13) : 6.79 (brs, 1H), 3.63 (m, 2H), 2.94 (m, 2H), 2.74 (m, 4H).
With sodium carbonate; p-toluenesulfonyl chloride; In water; acetone; at 60℃; for 16h; To a solution of compound 2 (1.0 g, 7.6 mmol) in acetone/H2O (20 mL/20 mL) was added TsCl (2.16 g, 11.4 mmol) and Na2CO3 (1.2 g, 23.2 mmol). The resulting mixture was stirred at 60 C. for 16 hours. The mixture was concentrated to remove solvents. The residue was extracted with EA (20 mL×3). The organic layer was dried over Na2SO4, filtered, the filtrates were concentrated to give compound 3 (740 mg, 74%) as white solid.
  • 2
  • [ 6309-59-7 ]
  • [ 98-59-9 ]
  • [ 2896-98-2 ]
YieldReaction ConditionsOperation in experiment
With n-butyllithium; triethylamine; In 1,4-dioxane; hexane; To a solution of 4-oximino-tetrahydrothiopyran (1.0 g, 7.6 mmol) in 20 mL of dry ether under nitrogen atmosphere at 0 C. was added n-butyllithium (5.0 mL of a 1.6 M solution in hexane, 8.0 mmol). The resulting white suspension was stirred at 0 C. for one hour at which point a solution of p-toluenesulfonyl chloride (1.52 g, 8.0 mmol) in 10 mL ether was added and the reaction mixture stirred for 4 h at 5 C. The solvent was removed in vacuo and then the residue was treated with 20 mL of 70% dioxane containing five drops of triethylamine and stirred for 24 h at room temperature. The solvent was removed in vacuo and the residue was extracted with methylene chloride. The methylene chloride layer was washed with water, saturated sodium chloride and dried over anhydrous magnesium sulfate. The solvent was removed in vacuo and the product purified by flash column chromatography on silica gel eluted with hexane/ethyl acetate (7:3) to give 0.13 g of hexahydro-(1H)-1,4-thiazepin-5-one. 1 H NMR (500 MHz, CDCl3): delta6.92 (brs, 1H), 3.61 (m, 2H), 2.92(m, 2H), 2.74 (m, 2H), 2.70 (m, 2H). 13 C NMR (125 MHZ, CDCl3): delta177.76, 45.88, 40.95, 31.54, 24.61.
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