Patent US4228075A successfully refreshed from Google Patents.
US4228075A
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Novel sulfam(na)phthaleins
Assignee: Polaroid Corp
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Filing: 1977-09-23
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Granted: 1980-10-14
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Expires: 1997-09-23
Abstract
Abstract This invention relates to phenol sulfam(na)phthaleins possessing a ##STR1## group wherein R is selected from lower alkyl and phenyl, unsubstituted or substituted with at least one electron-withdrawing group on the N atom of the sulfam(na)phthalein ring, which compounds find utility as photographic optical filter agents and filter agent precursors.
Inventors
- 👤 Stanley M. Bloom
- 👤 Alan L. Borror
- 👤 James W. Foley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 21:09
CPC Classifications
C; C07; C07D; C07D275/00; C07D275/04; C07D275/06; C07D455/00; C07D455/03; C07D455/04; G; G03; G03C; G03C1/00; G03C1/76; G03C1/825; G03C1/83; G03C8/00; G03C8/42; G03C8/44; G03C8/48
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
302 words
A compound of the formula ##STR27## wherein R 1 and R 2 each are selected from hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, chloro and fluoro; R 3 is hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms or hydroxy; R 2 and R 3 taken together represent the carbon atoms necessary to complete a fused benzene ring; R 4 and R 6 each are selected from hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, chloro and fluoro; R 7 is hydrogen, hydroxy, alkyl having 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms; R 6 and R 7 taken together represent the carbon atoms necessary to complete a fused benzene ring provided R 2 and R 3 are taken separately when R 6 and R 7 are taken together; R 5 is selected from hydrogen, hydroxy, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, --N,N-(dialkyl)amino wherein each alkyl contains 1 to 4 carbon atoms, --N,N-(w-R 8 alkyl) 2 amino wherein R 8 is hydroxy or halo and said alkyl contains 1 to 4 carbon atoms, --NHCOCH 3 , piperidino, pyrrolidino, N-methylpiperazino, morpholino, thiomorpholino or tetrahydro-2H,4H-1,3,6-dioxazocino; R 4 , R 5 and R 6 taken together represent the atoms necessary to complete a fused quinolizidine ring; X represents the atoms necessary to complete 2,3-dihydrobenzisothiazole-1,1-dioxide or 2,3-dihydronaphtho-1,2-thiazine-1,1-dioxide; and R 9 is selected from lower alkyl having 1 to 4 carbon atoms and phenyl, unsubstituted or substituted with at least one electron-withdrawing group having a positive sigma value as defined by Hammett's Equation selected from the group consisting of fluoro, chloro, bromo, cyano, --SO 2 CH 3 , ##STR28## and --COCH 3 .
Claim 2
Dependent Claim
302 words
A compound of the formula ##STR27## wherein R 1 and R 2 each are selected from hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, chloro and fluoro; R 3 is hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms or hydroxy; R 2 and R 3 taken together represent the carbon atoms necessary to complete a fused benzene ring; R 4 and R 6 each are selected from hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, chloro and fluoro; R 7 is hydrogen, hydroxy, alkyl having 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms; R 6 and R 7 taken together represent the carbon atoms necessary to complete a fused benzene ring provided R 2 and R 3 are taken separately when R 6 and R 7 are taken together; R 5 is selected from hydrogen, hydroxy, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, --N,N-(dialkyl)amino wherein each alkyl contains 1 to 4 carbon atoms, --N,N-(w-R 8 alkyl) 2 amino wherein R 8 is hydroxy or halo and said alkyl contains 1 to 4 carbon atoms, --NHCOCH 3 , piperidino, pyrrolidino, N-methylpiperazino, morpholino, thiomorpholino or tetrahydro-2H,4H-1,3,6-dioxazocino; R 4 , R 5 and R 6 taken together represent the atoms necessary to complete a fused quinolizidine ring; X represents the atoms necessary to complete 2,3-dihydrobenzisothiazole-1,1-dioxide or 2,3-dihydronaphtho-1,2-thiazine-1,1-dioxide; and R 9 is selected from lower alkyl having 1 to 4 carbon atoms and phenyl, unsubstituted or substituted with at least one electron-withdrawing group having a positive sigma value as defined by Hammett's Equation selected from the group consisting of fluoro, chloro, bromo, cyano, --SO 2 CH 3 , ##STR28## and --COCH 3 .
Claim 3
Dependent Claim
20 words
A compound as defined in claim 1 wherein said R 9 is lower alkyl having 1 to 4 carbon atoms.
Claim 4
Dependent Claim
14 words
A compound as defined in claim 1 wherein said R 9 is phenyl, unsubstituted.
Claim 5
Dependent Claim
50 words
A compound as defined in claim 1 wherein said R 9 is phenyl substituted with at least one electron-withdrawing group having a positive sigma value as defined by Hammett's Equation selected from the group consisting of fluoro, chloro, bromo, cyano, --SO 2 CH 3 , ##STR29## and --COCH 3 .
Claim 6
Dependent Claim
59 words
A compound as defined in claim 4 wherein said R 9 is phenyl substituted with at least one electron-withdrawing group having a positive sigma value as defined by Hammett's Equation, selected from the group consisting of fluoro, chloro, bromo, cyano, --SO 2 CH 3 , ##STR30## and --COCH 3 one of said groups being substituted in the para position.
Claim 7
Dependent Claim
17 words
A compound as defined in claim 1 wherein said R 1 and R 2 each are alkyl.
Claim 8
Dependent Claim
13 words
A compound as defined in claim 6 wherein said R 3 is hydrogen.
Claim 9
Dependent Claim
17 words
A compound as defined in claim 1 wherein said R 1 and R 2 each are alkoxy.
Claim 10
Dependent Claim
13 words
A compound as defined in claim 8 wherein said R 3 is hydrogen.
Claim 11
Dependent Claim
13 words
A compound as defined in claim 7 wherein said R 5 is hydroxy.
Claim 12
Dependent Claim
22 words
A compound as defined in claim 10 wherein said R 4 and R 6 are alkyl and said R 7 is hydrogen.
Claim 13
Dependent Claim
13 words
A compound as defined in claim 9 wherein said R 5 is hydroxy.
Claim 14
Dependent Claim
22 words
A compound as defined in claim 12 wherein said R 4 and R 6 are alkoxy and said R 7 is hydrogen.
Claim 15
Dependent Claim
23 words
A compound as defined in claim 11 wherein said R 1 , R 2 , R 4 and R 6 each are methyl.
Claim 16
Dependent Claim
23 words
A compound as defined in claim 13 wherein said R 1 , R 2 , R 4 and R 6 each are methoxy.
Claim 17
Dependent Claim
27 words
A compound as defined in claim 7 wherein said R 1 and R 2 are methyl and R 4 , R 6 and R 7 are hydrogen.
Claim 18
Dependent Claim
13 words
A compound as defined in claim 16 wherein said R 5 is morpholino.
Claim 19
Dependent Claim
13 words
A compound as defined in claim 16 wherein said R 5 is --N,N-(dialkyl)amino.
Claim 20
Dependent Claim
17 words
A compound as defined in claim 16 wherein said R 5 is --N,N-(w-R 8 alkyl) 2 amino.
Claim 21
Dependent Claim
13 words
A compound as defined in claim 16 wherein said R 5 is alkoxy.
Claim 22
Dependent Claim
15 words
A compound as defined in claim 16 wherein said R 5 is --NHCOCH 3 .
Claim 23
Dependent Claim
13 words
A compound as defined in claim 16 wherein said R 5 is pyrrolidino.
Claim 24
Dependent Claim
14 words
A compound as defined in claim 16 wherein said R 5 is tetrahydro-2H,b 4H-1,3,6-dioxazocino.
Claim 25
Dependent Claim
41 words
A compound as defined in claim 7 wherein said R 1 and R 2 are methyl, R 4 is hydrogen, R 5 is --N,N-(dialkyl)amino and R 6 and R 7 represent the carbon atoms necessary to complete a fused benzene ring.
Claim 26
Dependent Claim
32 words
A compound as defined in claim 7 wherein said R 1 and R 2 are methyl, R 4 and R 6 are hydrogen, R 5 is --N,N-(dialkyl)amino and R 7 is alkyl.
Claim 27
Dependent Claim
31 words
A compound as defined in claim 7 wherein said R 1 and R 2 are methyl, R 4 , R 5 and R 6 are hydrogen and R 7 is hydroxy.
Claim 28
Dependent Claim
31 words
A compound as defined in claim 9 wherein said R 1 and R 2 are methoxy, R 4 and R 6 are hydrogen and R 5 and R 7 are alkoxy.
Claim 29
Dependent Claim
31 words
A compound as defined in claim 1 wherein said R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are hydrogen.
Claim 30
Dependent Claim
3 words
The compound ##STR31##
Claim 31
Dependent Claim
3 words
The compound ##STR31##
Claim 32
Dependent Claim
3 words
The compound ##STR32##
Claim 33
Dependent Claim
3 words
The compound ##STR32##
References Cited (Backward Citations)
US3702244A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-10-14 | 1984-04-14 | 1984-10-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-10-14 | 1988-04-14 | 1988-10-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-10-14 | 1992-04-14 | 1992-10-14 | $7700.00 | Window Closed / Lapsed |