Isobutanesulfonyl chloride synthesis
- Product Name:Isobutanesulfonyl chloride
- CAS Number:35432-36-1
- Molecular formula:C4H9ClO2S
- Molecular Weight:156.63
513-44-0
35432-36-1
Under nitrogen protection, 2-methyl-1-propanethiol (200 mg, 2.22 mmol) was dissolved in acetonitrile and cooled to 0 °C. N-chlorosuccinimide (561 mg, 5.5 mmol) and sulfonyl chloride (0.45 ml, 5.5 mmol) were added sequentially. The reaction mixture was kept stirred at 0 °C for 3 hours. After completion of the reaction, it was diluted with saturated sodium bicarbonate solution and extracted with ethyl acetate. The organic layers were combined, washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure to give 2-methylpropanesulfonyl chloride (293 mg, 95% yield).
513-44-0
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35432-36-1
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Yield:35432-36-1 95%
Reaction Conditions:
Stage #1:2-methylpropanethiol-1 with sulfuryl dichloride;potassium nitrate in acetonitrile at 0; for 3 h;
Stage #2: with sodium hydrogencarbonate in water;acetonitrile
Steps:
2-Methyl-1-propanesulfonyl chloride
To [2-METHYL-1-PROPANETHIOL] (200 mg, 2.22 mmol) at [0C] in acetonitrile under nitrogen was added [KNOWS] (561 mg, 5.5 mmol) then sulfuryl chloride (0.45 ml, 5.5 mmol). The reaction mixture was stirred at [0C] for 3h, diluted with [NAHCO3] and extracted with ethyl acetate. The combined organic layers were washed with brine, dried [(MGS04)] and evaporated to give the sulfonyl chloride (293 mg, 95%)
References:
MERCK SHARP & DOHME LIMITED WO2004/31139, 2004, A1 Location in patent:Page 19
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35432-36-1
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