（メトキシカルボニルスルファモイル)トリエチルアンモニウムヒドロキシド分子内塩

使用Burgess reagent is a selective dehydrating reagent used in organic synthesis. It is used to convert secondary and tertiary alcohol, with an adjacent proton, into alkenes. Burgess reagent is also utilized to promote great synthetic values in medicinal chemistry. It has been used in dehydration of primary amides, formamides and primary nitroalkanes to generate nitriles, isocyanides and nitrile oxides respectively. It forms urethanes when it reacts with primary alcohols.

用途水酸基の除去の他、イソシアニド、ニトリル、ニロリルオキシドへの官能基変換、脱水環化によるスルホアミドの形成に利用される。2,3級の水酸基の場合、オレフィンを形成するが、1級の場合は熱分解によってメチルウレタンを与える。イソシアニドニトリルニトリルオキシド

製造方法Methoxycarbonylsulfamoyl]triethylammonium hydroxide, inner salt is easily prepared in two simple steps from chlorosulfonyl isocyanate as shown in the following scheme. The white crystalline solid Burgess reagent (m.p : 71-72°C from toluene) is air and moisture sensitive and, as such, needs to be stored in the cold and under an inert atmosphere.

合成方法(Tetra. let. 2008, 49, 4256)クロロスルホニルイソシアナートからの合成: