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(R)-(-)-p-Toluenesulfinamide
(CAS RN:247089-85-6 Product Number:T2814)

Structure

(R)-(-)-p-Toluenesulfinamide

General Information

Product Number T2814

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Purity/Analysis Method >98.0%(HPLC)
Storage Temperature
M.F. / M.W. C7H9NOS=155.22
CAS RN 247089-85-6
Related CAS RN
MDL Number MFCD06858374
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Specification

Purity(HPLC) min. 98.0 area%
Purity(with Total Nitrogen) min. 97.0 %
Melting point 116.0 to 120.0 deg-C
Specific rotation [a]20/D -81.0 to -91.0 deg(C=1, CHCL3)

References

Reaxys-RN 8110323
PubChem SID 354334152

Application

Sufinamide for the Synthesis of Chiral Amines

Experimental procedure (1 to 2): In a flask equipped with argon is placed a solution of THF (100 mL) and NaHMDS (1.0 mol/L solution in THF, 148 mL, 148 mmol, 6 eq.) at -78 °C. Methyl acetate (7.85 mL, 98.8 mmol, 4 eq.) in THF (20 mL) is added slowly, and the solution is stirred for 1 h. At this time anhydrous ether (20 mL) and 1 (7.48 g, 24.7 mmol, 1 eq.) in THF (20 mL) are added. The reaction mixture is stirred at -78 °C for 3.5 h and quenched with sat. NH4Cl (50 mL). The solution is washed with ethyl acetate (3 x 150 mL), the organic phases are combined, dried (Na2SO4), and concentrated. Purification by flash chromatography (50% EtOAc/hexane) gives 2 (8.80 g, 85% yield) as an oil.

References

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