A new reaction of aryl isocyanates with nitrite ion

NP Botting, BC Challis

Index: Botting, Nigel P.; Challis, Brian C. Journal of the Chemical Society, Chemical Communications, 1989 , # 20 p. 1585 - 1586

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Abstract

Reaction of nitrite ion with excess aryl isocyanate in organic solvents at 0 "C rapidly produces 1,3-diaryItriazenes in good yields via an aryldiazotate ion intermediate reacting with a second molecule of the aryl isocyanate. ... Isocyanates are very susceptible to nucleophilic attack1 and some of these reactions (eg with alcohols) have been extensively studied in connection with polymer production.2 Reactions with acetate ion are well-known,l despite its relatively low ...