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Synthesis of substituted N-hydroxyureas via the in situ generation of t-butoxy isocyanate

✍ Scribed by Josef G. Krause; Brian D. Leskiw; Michelle L. Emery; Megan E. McGahan; Mary P. McCourt; Ronny Priefer

Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
183 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis

Treatment of primary and secondary amines with tert-butylmesitylenesulfonoxycarbamate and a base afforded tert-butoxyurea, which when treated with an acid ultimately yielded substituted N-hydroxy ureas. It is proposed that this proceeded via the generation of t-butoxy isocyanate in situ. This method allows for the synthesis of both mono and disubstituted N-hydroxyureas.

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