# US 4,396,548 A · Pyrazoline derivatives

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- Number: US 4,396,548 A
- Document ID: US4396548A
- Status: Granted
- Kind: A
- Application number: 06/162,343
- Filed: 1980-06-23
- Granted: 1983-08-02
- Earliest claimed: 1977-06-27
- Assignees: Ciba-Geigy Corporation
- Inventors: Kurt Weber
- Web page: https://patentgrep.com/patent/US4396548A

## CPC

- C07D 231/06: having one double bond between ring members or between a ring member and a non-ring member
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

Pyrazoline derivatives of the formula ##STR1## wherein Z represents a radical of the formula ##STR2## or of the formula ##STR3## and R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.8, R.sub.9 and R.sub.10 represent specific substituents and An.sup..crclbar. represents the equivalent of a colorless anion, a process for the production of these compounds and their use as fluorescent brightening agents.

## Claims

### Claim 1

A pyrazoline derivative of the formula ##STR86## wherein R.sub.8, R.sub.9 and R.sub.10, each independently of the other, represent hydrogen, halogen, lower alkyl or lower alkoxy, and
Z represents a radical of the formula ##STR87## or of the formula ##STR88## wherein R.sub.1 represents a hydrogen or lower alkyl,
R.sub.2 represents cyano or --CONR.sub.6 R.sub.7, wherein R.sub.6 and R.sub.7, each independently of the other, represent hydrogen or lower alkyl or together with the nitrogen atom to which they are attached, represent a saturated heterocyclic ring selected from the group consisting of pyrrolidino, piperidino and morpholino,
R.sub.3 and R.sub.4 represent lower alkyl or together with the nitrogen atom to which they are attached represent a saturated heterocyclic ring selected from the group consisting of pyrrolidino, piperidino, morpholino and thiomorpholino,
R represents hydrogen, allyl or lower alkyl,
An.sup..crclbar. represents CH.sub.3 OSO.sub.3.sup..crclbar. or Cl.sup..crclbar.,
m is 0 or 1, and
n is an integer from 2 to 6.

### Claim 2 (depends on 1)

A pyrazoline derivative according to claim 1 of the formula ##STR89## wherein R.sub.8 represents hydrogen or lower alkyl,
R.sub.9 represents hydrogen or chlorine, and
Z represents a radical of the formula ##STR90## or of the formula ##STR91## wherein R.sub.1 represents hydrogen or methyl,
R.sub.2 represents cyano or --CONR.sub.6 R.sub.7, wherein R.sub.6 and R.sub.7, each independently of the other represent hydrogen or lower alkyl,
R.sub.3 and R.sub.4 represent lower alkyl, and
p is 2 or 3.

### Claim 3 (depends on 2)

A pyrazoline derivative according to claim 2, wherein
R.sub.1, R.sub.8 and R.sub.9 are hydrogen,
R.sub.2 is cyano or --CONH.sub.2,
R is hydrogen or lower alkyl, and
p is 3.