Process for the preparation of alkoxytriazolinones

US5606070A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Heinz-Jurgen Wroblowsky · Langenfeld, DE
• Klaus K onig · Odenthal, DE
• Joachim Kluth · Langenfeld, DE
• Klaus-Helmut M uller · Bocholt, DE

Key dates

• Filing date: Sep 15, 1995
• Grant date: Feb 25, 1997
• Expiry date: Sep 15, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D249/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Alkoxytriazolinones of the general formula (I), ##STR1## in which R.sup.1 and R.sup.2 independently of one another represent in each case optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, aryl or arylalkyl, PA1 (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 iminothiocarbonic diester (II) with carbazinic esters (III) ##STR2## in which R.sup.3 and R.sup.4 in each case represent, for example, alkyl or aryl, at -20.degree. C. to +50.degree. C. (1st step) and subjecting the semicarbazide derivatives (IV) formed in this process with elimination of R.sup.3 -SH ##STR3## to a cyclizing condensation reaction and if appropriate in the presence of a base at 20.degree. C. to 100.degree. C. with elimination of R.sup.4 --OH, if appropriate after intermediate isolation (2nd step).