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(S)-N-benzylidene-2-methylpropane-2-sulfinamide synthesis

5synthesis methods
146374-27-8 Synthesis
tert-Butanesulfinamide

146374-27-8
243 suppliers
$9.00/5g

(S)-N-benzylidene-2-methylpropane-2-sulfinamide

186249-74-1
8 suppliers
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Yield:186249-74-1 96%

Reaction Conditions:

with pyridinium p-toluenesulfonate;magnesium sulfate in dichloromethane at 20; for 24 h;

Steps:

158 Intermediate 158A. (S,E)-N-Benzylidene-2-methylpropane-2-sulfinamide

Into the reaction vessel was added benzaldehyde (478 mg, 4.50 mmol), 2-methylpropane-2-sulfinamide (182 mg, 1.5 mmol), DCM (1 mL), MgS04 (903 mg, 7.50mmol), and PPTS (18.85 mg, 0.075 mmol). The reaction was stirred at rt for 24h, loadedto silica cartridge, and subjected to silica gel chromatography purification to produce10 158A (301 mg, 1.438 mmol, 96% yield) as a colorless oil. IH NMR (500MHz,chloroform-d) 8 8.60 (s, 1H), 7.89- 7.84 (m, 2H), 7.56- 7.44 (m, 3H), 1.27 (s, 9H).

References:

WO2019/36024,2019,A1 Location in patent:Paragraph 0001