3,5-Dimethylisothiazole synthesis
- Product Name:3,5-Dimethylisothiazole
- CAS Number:24260-24-0
- Molecular formula:C5H7NS
- Molecular Weight:113.18
7299-55-0
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Yield:24260-24-0 60%
Reaction Conditions:
Stage #1: pent-3-yn-2-onewith hydroxylamine-O-sulfonic acid in water at 0; for 0.5 h;
Stage #2: with sodium hydrogen sulfide;sodium hydrogencarbonate in water at 20; for 12 h;
Steps:
19.2 [00344] Step 2: Synthesis of 3,5-dimethylisothiazole.
[00344] Step 2: Synthesis of 3,5-dimethylisothiazole. A mixture of pent-3-yn-2-one (5.42 g, 0.066 mol) and H2NOSO3H (7.46 g, 0.066 mol) in 40 mL of water was stirred at 0oC for 30 min. Then NaHCO3(5.54 g , 0.066 mol) followed by NaHS (4.1 g, 0.073 mol) were slowly added. The cooling bath was removed and the reaction mixture was stirred at room temperature for 12 h., then extracted with diethyl ether (50 mL x 3). The combined organic layers were dried over Na2SO4, filtered and concentrated to give 3,5-dimethylisothiazole (4.27 g , 60% yield) as an oil. ESI-LCMS (m/z): 114.1 [M+1]+.
References:
WO2016/44641,2016,A2 Location in patent:Paragraph 00344
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