Versatile synthesis of sulphamate esters by phase-transfer methods

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The syntheses of sulphamate esters of the general types R1R2NSO3R3, RNHSO3R3, and H2NSO3R3, where R3 may be aliphatic or aromatic, have been achieved in good yield by reaction of the appropriate sulphamoyl chlorides with alcohols and phenols under mild phase-transfer conditions. The present methods have led to generally higher yields, and to shorter reaction times and lower reaction temperatures than were hitherto found necessary. The prior preparation of the alkoxide has also been obviated. Some esters have been rearranged to the isomeric betaines.