# US 5,708,183 A · Process and intermediates for preparing triazolinones

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- Number: US 5,708,183 A
- Document ID: US5708183A
- Status: Granted
- Kind: A
- Application number: 08/595,951
- Filed: 1996-02-06
- Granted: 1998-01-13
- Earliest claimed: 1995-02-13
- Assignees: Bayer Aktiengesellschaft
- Inventors: Heinz-Jurgen Wroblowsky
- Web page: https://patentgrep.com/patent/US5708183A

## CPC

- C07C 281/02: Compounds containing any of the groups [IMAGE cpc-sch-C07C-0972.gif], e.g. carbazates
- C07C 281/04: the other nitrogen atom being further doubly-bound to a carbon atom
- C07D 249/12: Oxygen or sulfur atoms
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

The present invention relates to a novel process for preparing triazolinones of the general formula (I) ##STR1## in which R.sup.1 represents halogenoalkyl, and R.sup.2 represents hydrogen, hydroxyl or amino, or represents alkyl, alkenyl, alkinyl, alkoxy, alkylamino, dialkylamino, cycloalkyl, cycloalkylalkyl, phenyl or phenylalkyl which are in each case optionally substituted, and also to novel intermediates for preparing these triazolinones and to processes for preparing the intermediates themselves.

## Claims

### Claim 1

A process for preparing a triazolinone of the formula (Ia): ##STR20## wherein R.sup.2 represents C.sub.1-6 -alkyl, C.sub.1-4 -alkoxy-C.sub.1-6 -alkyl, amino, C.sub.1-6 -alkylamino, or di-C.sub.1-6 -alkylamino;
comprising cyclizing a hydrazinecarboxylic add ester of the formula (IIa): ##STR21## wherein R.sup.2 has the abovementioned meaning; and
R represents C.sub.1-4 -alkyl, which is optionally substituted by halogen or C.sub.1-4 -alkoxy, or represents phenyl, which is optionally substituted by halogen or C.sub.1-4 -alkyl;
or a tautomer of said hydrazinecarboxylic acid ester;
in the presence of a base and a diluent at a temperature between 0.degree. C. and 150.degree. C.

### Claim 2 (depends on 1)

Process for preparing a triazolinone of the formula (I) according to claim 1, wherein
R.sup.2 represents methyl, ethyl, n- or i-propyl, n-, i- or s-butyl, which are in each case optionally substituted by methoxy or ethoxy, or represents amino, dimethylamino or diethylamino.