Process for the preparation of alkoxytriazolinones

C - Chemistry – Metallurgy – 07 – D

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C07D 249/12 (2006.01) C07C 281/04 (2006.01) C07C 281/06 (2006.01)

Patent

CA 2158713

Alkoxytriazolinones of the general formula (I), Image in which R1 represents hydrogen, or represents in each case optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, aryl or arylalkyl, and R2 represents in each case optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, aryl or arylalkyl, (which can be used as intermediates for the preparation of herbicidal active compounds) are obtained in very good yields and in high purity by reacting imino(thio)carbonic esters (II) with alkoxyethyl carbazinates (III) Image in which Q represents O or S, R3 represents (for example) alkyl, aryl or aralkyl and R4 represents (for example) alkyl, at -20°C to +150°C (1st step) and subjecting the new semicarbazide derivatives (IV) Image which are formed with elimination of R3-QH, if appropriate after intermediate isolation, to a cyclizing condensation reaction at 0°C to 200°C, without the addition of a base, advantageously under reduced pressure, with the elimination of alkoxyethanols (2nd step).

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