Process for preparing alkoxytriazolinones

C - Chemistry – Metallurgy – 07 – D

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C07D 249/12 (2006.01)

Patent

CA 2320118

Alkoxytriazolinones of formula (I) [known for example as intermediates for preparing agrochemically active compounds], wherein R represents an alkyl group, an alkenyl group, an alkinyl group, a cycloalkyl group, a cycloalkylalkyl group, an aryl group or an arylalkyl group, any of which may be substituted, are prepared by reacting a) thioimidodicarboxylic diesters of general formula (II), wherein R is as defined above and R1 represents an alkyl group, an arylalkyl group or an aryl group, any of which may be substituted, with b) hydrazine, hydrazine hydrate or an acid adduct of hydrazine. The reaction is conducted i) in the presence of a diluent and, optionally, in the presence of a basic reaction auxiliary, and ii) at temperatures between -10 °C and +100 °C.

Alcoxytriazolinones de formule (I) [connus par exemple comme intermédiaires pour la préparation de composés agrochimiquement actifs], formule dans laquelle R représente un groupe alkyle, un groupe alcényle, un groupe alcinyle, un groupe cycloalkyle, un groupe cycloalkylalkyle, un groupe aryle ou un groupe arylalkyle, chacun pouvant être substitué. On prépare lesdits alcoxytriazolinones en faisant réagir: (a) des diesters thioimidodicarboxyliques de formule générale (II), dans laquelle R est tel que défini ci-dessus et R<1> représente un groupe alkyle, un groupe aralkyle ou un groupe aryle, chacun pouvant être substitué; (b) hydrazine, hydrate d'hydrazine ou un composé d'addition d'acide, d'hydrazine. On conduit la réaction i) en présence d'un diluant et, éventuellement, en présence d'un auxiliaire de réaction basique, et ii) à des températures comprises entre -10 DEG C et +100 DEG C.

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