N-Methyl methanesulfonamide synthesis
- Product Name:N-Methyl methanesulfonamide
- CAS Number:1184-85-6
- Molecular formula:C2H7NO2S
- Molecular Weight:109.15
Yield:1184-85-6 82%
Reaction Conditions:
in ethanol at 0 - 20; for 16 h;
Steps:
A.1 Step 1: N-methylmethanesulfonamide
To a stirred solution of methylamine in EtOH (8M in EtOH, 525 mL, 4.8 eq) at 0°C, methane sulfonyl chloride (100 g, 1.0 eq) was added drop wise and stirred at rt for 16 h. After completion, the solvent was distilled off under vacuum and the residue was diluted with DCM (200 mL). The solid that separated out was filtered off and filtrate was concentrated to obtain product N-methylmethanesulfonamide as orange coloured oil (82 g, %). 1H NMR (CDC13, 400 MHz): δ 4.819 (brs, 1H), 2.929 (s, 3H), 2.789 (s, 3H).
References:
ASANA BIOSCIENCES, LLC;VENKATESAN, Aranapakam M.;SMITH, Roger A.;THOMPSON, Scott K.;LAPING, Nicholas;KULKARNI, Bheemashankar;HALLUR, Gurulingappa;VISWANADHAN, Vellarkad N.;PENDYALA, Muralidhar;KETHIRI, Raghava Reddy;TYAGI, Rajiv;SIVANANDHAN, Dhanalakshmi;BAKTHAVATCHALAM, Rajagopal WO2015/38417, 2015, A1 Location in patent:Page/Page column 82
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