Ethyl 2-Sulfamoylacetate synthesis
- Product Name:Ethyl 2-Sulfamoylacetate
- CAS Number:55897-04-6
- Molecular formula:C4H9NO4S
- Molecular Weight:167.18
55896-93-0
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Yield:55897-04-6 81%
Reaction Conditions:
Stage #1: ethyl 2-(chlorosulfonyl)acetatewith 1,1,1,3,3,3-hexamethyl-disilazane in dichloromethane; for 1 h;Cooling with ice;
Stage #2: with ethanol for 0.75 h;
Steps:
4.1.1 Preparation of ethyl 2-sulfamoylacetate (11)
To a solution of ethyl 2-(chlorosulfonyl)acetate 14 [81,82] (1.87g, 10mmol) in dry DCM (8mL) under ice-cooling was slowly added hexamethyldisilazane (2.2mL, 10.5mmol). Mixture was stirred under cooling for 30min, and then 30min without bath. Solvent was removed in vacuo. The oily residue was cooled in ice bath, dissolved in ethanol (5mL), and stirred for 45min. Evaporation of solvent gave white solid, 1.35g (81%). 1H NMR (400MHz, CDCl3) δ 5.25 (br.s, 2H), 4.31 (q, J=7.2Hz, 2H), 4.14 (s, 2H), 1.35 (t, J=7.1Hz, 3H).
References:
Dar'in, Dmitry;Kantin, Grigory;Kalinin, Stanislav;Sharonova, Tatiana;Bunev, Alexander;Ostapenko, Gennady I.;Nocentini, Alessio;Sharoyko, Vladimir;Supuran, Claudiu T.;Krasavin, Mikhail [European Journal of Medicinal Chemistry,2021,vol. 222,art. no. 113589]
4025-78-9
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