Process and intermediates for the preparation of triazolone derivatives

US5041551A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Kurt Findeisen · Odenthal, DE
• Markus Lindig · Hilden, DE

Key dates

• Filing date: May 4, 1990
• Grant date: Aug 20, 1991
• Expiry date: May 4, 2010

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D249/14
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Triazolone derivatives of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently represents alkyl, alkenyl, alkynyl, halogenoalkyl, halogenoalkenyl, halogenoalkynyl, alkoxyalkyl, cycloalkylalkyl, cycloalkyl or represents aralkyl or aryl, which may be substituted PA1 R.sup.2 also represents heteroaryl which may be substituted and PA1 X represents oxygen or sulphur, are obtained in good yields and at high purity by reacting an iso(thio)cyanate of the formula EQU X.dbd.C.dbd.N--R.sup.1 PA1 if desired in the presence of a diluent, with an aminoguanidine of the formula ##STR2## in which R.sup.3 and R.sup.4, independently of one another, represent alkyl, or with acid adducts thereof to form a (thio)ureidoguanidine of the formula ##STR3## followed by condensation with elimination of dialkylamine (HNR.sup.3 R.sup.4) to form the triazolone derivative and new (thio)ureidoguanidines.