Process for preparing 4-amino-pyridazines

Patent metadata

Field	Value
Publication number	US-11046656-B2
Application number	US-201916731289-A
Country	US
Kind code	B2
Filing date	Dec 31, 2019
Priority date	May 11, 2015
Publication date	Jun 29, 2021
Grant date	Jun 29, 2021

Abstract

Provided herein is a process for preparing a pyridazine amine compound of formula V, and a process for preparing dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof. Further, provided herein are novel dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof, wherein the amino group is an ethylamino group.

First claim

The invention claimed is:

1. A process for preparing at least one of (a) at least one of a dichloropyridazine amine compound of formula IVa, a salt thereof, a tautomer thereof, and an N- oxide thereof, (b) at least one of a dichloropyridazine amine compound of formula IVb, a salt thereof, a tautomer thereof, and an N-oxide thereof, and (c) a mixture of (a) and (b)

comprising a step of reacting a trichloropyridazine compound of formula III

with at least one of an amine compound R 1 —NH 2 and a salt thereof, wherein R 1 is CH 2 CH 3.

2. The process according to claim 1 , wherein the process further comprises a step of preparing the trichloropyridazine compound of formula III

by reacting a compound of formula II

with POCI 3 .

3. The process according to claim 1 , wherein the step of reacting a trichloropyridazine compound of formula III with at least one of an amine compound R 1 -N H 2 and a salt thereof, wherein R 1 is CH 2 CH 3 , is performed at a temperature of from 25° C. to 60° C.

4. At least one of a dichloropyridazine amine compound of formula IVa, a salt thereof, a tautomer thereof, and an N-oxide thereof;

wherein R 1 is CH 2 CH 3 ;
or at least one of a dichloropyridazine amine compound of formula IVb, salt thereof, a tautomer thereof, and an N-oxide thereof,

wherein R 1 is CH 2 CH 3 or a mixture.

5. A mixture of the at least one of the dichloropyridazine amine compound of formula IVa, the salt thereof, the tautomer thereof, and the N-oxide thereof, and the at least one of the dichloropyridazine amine compound of formula IVb, the salt thereof, the tautomer thereof, and the N-oxide thereof as defined in claim 4 .

Assignees

• Basf Se

Inventors

• Klauber Eric George
• Rack Michael
• Goetz Roland
• Soergel Sebastian

Classifications

• C07D401/12 Primary

  linked by a chain containing hetero atoms as chain links · CPC title

• C07B31/00

  Reduction in general · CPC title

• C07D237/20 Primary

  Nitrogen atoms (nitro radicals C07D237/12) · CPC title

• C07D403/12

  linked by a chain containing hetero atoms as chain links · CPC title

• C07B39/00

  Halogenation · CPC title