US4480096A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Chromogenic quinazolines
Assignee: Novartis AG
•
Filing: 1981-01-22
•
Granted: 1984-10-30
•
Expires: 2001-01-22
Abstract
Abstract Chromogenic quinazolines of the formula ##STR1## wherein Y is an amino-substituted phenyl radical of the formula ##STR2## or a 3-carbazolyl radical of the formula ##STR3## and Z is hydrogen, R 1 , --OR 1 ', --SR 1 ' or --NR 2 R 3 , These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and give lightfast yellow, orange and red colorations.
Inventors
- 👤 Ian J. Fletcher
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 20:56
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/70; C07D239/72; C07D239/86; C07D239/94; B; B41; B41M; B41M5/00; B41M5/124; B41M5/132; B41M5/136; B41M5/26; B41M5/30; B41M5/323; C07D239/74; C07D239/88; C07D239/91; C09; C09B; C09B57/00; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10S428/914
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
261 words
A compound of the formula ##STR55## wherein Z is --OR 1 ' wherein R 1 ' is halo-C 2 -C 6 -alkyl, C 1 -C 12 -alkyl, cyano-C 1 -C 12 -alkyl, lower alkoxy-C 1 -C 12 -alkyl, cyclopentyl, cyclohexyl, phenyl, halophenyl, nitrophenyl, cyanophenyl, lower alkylphenyl, lower alkoxyphenyl, lower alkoxycarbonylphenyl, lower alkylcarbonylphenyl, diphenyl, halodiphenyl, nitrodiphenyl, cyanodiphenyl, lower alkyldiphenyl, lower alkoxydiphenyl, lower alkoxycarbonyldiphenyl, lower alkylcarbonyldiphenyl, naphthyl, halonaphthyl, nitronaphthyl, cyanonaphthyl, lower alkylnaphthyl, lower alkoxynaphthyl, lower alkoxycarbonylnaphthyl, lower alkylcarbonylnaphthyl, benzyl, halobenzyl, nitrobenzyl, cyanobenzyl, lower alkylbenzyl, lower alkoxybenzyl, lower alkoxycarbonylbenzyl, lower alkylcarbonylbenzyl, phenylethyl, halophenylethyl, nitrophenylethyl, cyanophenylethyl, lower alkylphenylethyl, lower alkoxyphenylethyl, lower alkoxy carbonylphenylethyl, lower alkylcarbonylphenylethyl, thienyl, halothienyl, cyanothienyl, nitrothienyl, lower alkylthienyl, lower alkoxythienyl, lower alkoxycarbonylthienyl, furyl, halofuryl, cyanofuryl, nitrofuryl, lower alkylfuryl, lower alkoxyfuryl, lower alkoxycarbonylfuryl, pyrrolyl, halopyrrolyl, cyanopyrrolyl, nitropyrrolyl, lower alkylpyrrolyl, lower alkoxypyrrolyl, lower alkoxycarbonylpyrrolyl, pyrazolyl, halopyrazolyl, cyanopyrazolyl, nitropyrazolyl, lower alkylpyrazolyl, lower alkoxypyrazolyl, lower alkoxycarbonylpyrazolyl, imidazolyl, haloimidazolyl, cyanoimidazolyl, nitroimidazolyl, lower alkylimidazolyl, lower alkoxyimidazolyl, lower alkoxycarbonylimidazolyl, pyridyl, halopyridyl, cyanopyridyl, nitropyridyl, lower alkylpyridyl, lower alkoxypyridyl or lower alkoxycarbonylpyridyl; each of X 1 and X 2 independently is hydrogen, C 1 -C 12 -alkyl, halo-C 1 -C 12 -alkyl, hydroxy-C 1 -C 12 -alkyl, cyano-C 1 -C 12 -alkyl, lower alkoxy-C 1 -C 12 -alkyl, cyclohexyl, phenyl, halophenyl, nitrophenyl, cyanophenyl, lower alkylphenyl, lower alkoxyphenyl, lower alkoxycarbonylphenyl, benzyl, halobenzyl, nitrobenzyl, cyanobenzyl, lower alkylbenzyl, lower alkoxybenzyl, lower alkoxycarbonylbenzyl, or --NX 1 X 2 is pyrrolidino, piperidino, pipecolino, morpholino, thiomorpholino or piperazino; X 3 is hydrogen, halogen, nitro, lower alkyl or lower alkoxy; and ring A is unsubstituted or substituted by cyano, nitro, halogen, lower alkyl, lower alkoxy or lower alkoxycarbonyl.
Claim 2
Dependent Claim
261 words
A compound of the formula ##STR55## wherein Z is --OR 1 ' wherein R 1 ' is halo-C 2 -C 6 -alkyl, C 1 -C 12 -alkyl, cyano-C 1 -C 12 -alkyl, lower alkoxy-C 1 -C 12 -alkyl, cyclopentyl, cyclohexyl, phenyl, halophenyl, nitrophenyl, cyanophenyl, lower alkylphenyl, lower alkoxyphenyl, lower alkoxycarbonylphenyl, lower alkylcarbonylphenyl, diphenyl, halodiphenyl, nitrodiphenyl, cyanodiphenyl, lower alkyldiphenyl, lower alkoxydiphenyl, lower alkoxycarbonyldiphenyl, lower alkylcarbonyldiphenyl, naphthyl, halonaphthyl, nitronaphthyl, cyanonaphthyl, lower alkylnaphthyl, lower alkoxynaphthyl, lower alkoxycarbonylnaphthyl, lower alkylcarbonylnaphthyl, benzyl, halobenzyl, nitrobenzyl, cyanobenzyl, lower alkylbenzyl, lower alkoxybenzyl, lower alkoxycarbonylbenzyl, lower alkylcarbonylbenzyl, phenylethyl, halophenylethyl, nitrophenylethyl, cyanophenylethyl, lower alkylphenylethyl, lower alkoxyphenylethyl, lower alkoxy carbonylphenylethyl, lower alkylcarbonylphenylethyl, thienyl, halothienyl, cyanothienyl, nitrothienyl, lower alkylthienyl, lower alkoxythienyl, lower alkoxycarbonylthienyl, furyl, halofuryl, cyanofuryl, nitrofuryl, lower alkylfuryl, lower alkoxyfuryl, lower alkoxycarbonylfuryl, pyrrolyl, halopyrrolyl, cyanopyrrolyl, nitropyrrolyl, lower alkylpyrrolyl, lower alkoxypyrrolyl, lower alkoxycarbonylpyrrolyl, pyrazolyl, halopyrazolyl, cyanopyrazolyl, nitropyrazolyl, lower alkylpyrazolyl, lower alkoxypyrazolyl, lower alkoxycarbonylpyrazolyl, imidazolyl, haloimidazolyl, cyanoimidazolyl, nitroimidazolyl, lower alkylimidazolyl, lower alkoxyimidazolyl, lower alkoxycarbonylimidazolyl, pyridyl, halopyridyl, cyanopyridyl, nitropyridyl, lower alkylpyridyl, lower alkoxypyridyl or lower alkoxycarbonylpyridyl; each of X 1 and X 2 independently is hydrogen, C 1 -C 12 -alkyl, halo-C 1 -C 12 -alkyl, hydroxy-C 1 -C 12 -alkyl, cyano-C 1 -C 12 -alkyl, lower alkoxy-C 1 -C 12 -alkyl, cyclohexyl, phenyl, halophenyl, nitrophenyl, cyanophenyl, lower alkylphenyl, lower alkoxyphenyl, lower alkoxycarbonylphenyl, benzyl, halobenzyl, nitrobenzyl, cyanobenzyl, lower alkylbenzyl, lower alkoxybenzyl, lower alkoxycarbonylbenzyl, or --NX 1 X 2 is pyrrolidino, piperidino, pipecolino, morpholino, thiomorpholino or piperazino; X 3 is hydrogen, halogen, nitro, lower alkyl or lower alkoxy; and ring A is unsubstituted or substituted by cyano, nitro, halogen, lower alkyl, lower alkoxy or lower alkoxycarbonyl.
Claim 3
Dependent Claim
91 words
A compound of claim 1, wherein R 1 ' is halo-C 2 -C 6 -alkyl, C 1 -C 12 -alkyl, cyano-C 1 -C 12 -alkyl, lower alkoxy-C 1 -C 12 -alkyl, cyclopentyl, cyclohexyl, phenyl, halophenyl, nitrophenyl, cyanophenyl, lower alkoxycarbonylphenyl, lower alkylcarbonylphenyl, diphenyl, halodiphenyl, nitrodiphenyl, cyanodiphenyl, lower alkyldiphenyl, lower alkoxydiphenyl, lower alkoxycarbonyldiphenyl, lower alkylcarbonyldiphenyl, naphthyl, halonaphthyl, nitronaphthyl, cyanonaphthyl, lower alkylnaphthyl, lower alkoxynaphthyl, lower alkoxy carbonylnaphthyl, lower alkylcarbonylnaphthyl, benzyl, halobenzyl, nitrobenzyl, cyanobenzyl, lower alkylbenzyl, lower alkoxybenzyl, lower alkoxycarbonylbenzyl, lower alkylcarbonylbenzyl, phenyethyl, halophenylethyl, nitrophenylethyl, cyanophenylethyl, lower alkylphenylethyl, lower alkoxyphenylethyl, lower alkoxycarbonylphenylethyl or lower alkylcarbonylphenylethyl.
Claim 4
Dependent Claim
71 words
A compound of claim 1, wherein R 1 ' is thienyl, halothienyl, cyanothienyl, nitrothienyl, lower alkylthienyl, lower alkoxythienyl, lower alkoxycarbonylthienyl, furyl, halofuryl, cyanolfuryl, nitrofuryl, lower alkylfuryl, lower alkoxyfuryl, lower alkoxycarbonylfuryl, pyrrolyl, halopyrrolyl, cyanopyrrolyl, nitropyrrolyl, lower alkylpyrrolyl, lower alkoxypyrrolyl, lower alkoxycarbonylpyrrolyl, pyrazolyl, halopyrazolyl, cyanopyrazolyl, nitropyrazolyl, lower alkylpyrazolyl, lower alkoxypyrazolyl, lower alkoxycarbonylpyrazolyl, imidazolyl, haloimidazolyl, cyanoimidazolyl, nitroimidazolyl, lower alkylimidazolyl, lower alkoxyimidazolyl, lower alkoxycarbonylimidazolyl, pyridyl, halopyridyl, cyanopyridyl, nitropyridyl, lower alkylpyridyl, lower alkoxypyridyl or lower alkoxycarbonylpyridyl.
Claim 5
Dependent Claim
17 words
A compound of claim 3, wherein R 1 ' is thienyl, furyl, pyrrolyl, pyrazolyl, imidazolyl or pyridyl.
Claim 6
Dependent Claim
104 words
A compound of claim 1, wherein R 1 ' is C 1 -C 8 -alkyl, lower alkoxy-C 1 -C 8 -alkyl, cyclohexyl, phenyl, halophenyl, nitrophenyl, cyanophenyl, lower alkylphenyl, lower alkoxyphenyl, lower alkoxycarbonylphenyl, naphthyl, benzyl, halobenzyl, nitrobenzyl, cyanobenzyl, lower alkylbenzyl, lower alkoxybenzyl or lower alkoxycarbonylbenzyl each of X 1 and X 2 independently is lower alkyl, phenyl, lower alkylphenyl, lower alkoxyphenyl or benzyl, and X 1 is also hydrogen, and --NX 1 X 2 is pyrrolidino, piperidino or morpholino; X 3 is hydrogen, halogen, lower alkyl or lower alkoxy; and the ring A is unsubstituted or substituted by cyano, halogen, lower alkyl or lower alkoxy.
Claim 7
Dependent Claim
80 words
A compound of claim 5, wherein R 1 ' is C 1 -C 8 -alkyl, lower alkoxy-C 1 -C 8 -alkyl, cyclohexyl, phenyl, halophenyl, nitrophenyl, cyanophenyl, methylphenyl, methoxyphenyl, naphthyl or benzyl, X 1 is lower alkyl, phenyl, lower alkylphenyl, lower alkoxyphenyl or benzyl, and X 2 is hydrogen, lower alkyl, phenyl or benzyl; X 3 is hydrogen, halogen, methyl, methoxy or ethoxy; and ring A is unsubstituted or is substituted para to the nitrogen atom by halogen, methyl or methoxy.
Claim 8
Dependent Claim
17 words
A compound of claim 6, wherein R 1 ' is C 1 -C 8 -alkyl or phenyl.
Claim 9
Dependent Claim
29 words
A compound of claim 7, wherein ring A is unsubstituted, R 1 ' is methyl or phenyl, X 1 and X 2 are methyl and X 3 is hydrogen.
References Cited (Backward Citations)
GB856158A
Cited
US3154532A
Cited
US3340260A
Cited
US3476756A
Cited
US3574210A
Cited
US3637693A
Cited
US3998951A
Cited
US4306065A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-10-30 | 1988-04-30 | 1988-10-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-10-30 | 1992-04-30 | 1992-10-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-10-30 | 1996-04-30 | 1996-10-30 | $7700.00 | Window Closed / Lapsed |