US4419512A
Expired / Lapsed
US
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N-Substituted polyalkylpiperidine-4-spirooxazolones
Assignee: Novartis Corp
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Filing: 1982-09-30
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Granted: 1983-12-06
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Expires: 2002-09-30
Abstract
Abstract Compounds of the formulae Ia and Ib ##STR1## wherein n is 1 or 2, R 1 is an aliphatic or aromatic acyl radical, carbamoyl radical or --CH 2 CN, and R 2 , R 3 , R 4 and R 5 are as defined in claim 1, have a much lower basicity than corresponding known compounds, in which R 1 is hydrogen or a hydrocarbon radical, but have at least as good a light stabilizing action as the known compounds. This is a substantial advantage for specific substrates.
Inventors
- 👤 Friedrich Karrer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 08:42
CPC Classifications
C; C07; C07D; C07D498/00; C07D498/02; C07D498/10; C07D498/12; C07D498/20; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/35
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
334 words
A compound of the formula Ia or Ib ##STR12## wherein n is 1 or 2; R 1 is C 2 -C 30 alkanoyl, C 3 -C 20 alkenoyl, --CH 2 CN, --CO--N(R 6 )(R 7 ), C 7 -C 11 aroyl, C 8 -C 14 arylalkanoyl or C 8 -C 20 alkylaroyl; R 2 is hydrogen or C 1 -C 4 alkyl; each of R 3 and R 4 independently of the other is hydrogen, C 1 -C 30 alkyl, unsubstituted or chlorine- or alkyl-substituted C 6 -C 10 aryl, unsubstituted or alkyl-substituted C 7 -C 11 aralkyl, or R 3 and R 4 , together with the carbon atom to which they are attached, form a cycloalkane or alkylcycloalkane ring containing 5 to 18 carbon atoms, or a group of the formula ##STR13## R 5 , when n is 1, is C 1 -C 30 alkyl, C 3 -C 20 alkenyl, unsubstituted or alkyl-substituted C 7 -C 11 aralkyl, or is C 5 -C 12 cycloalkyl, C 2 -C 18 alkanoyl, C 3 -C 18 alkenoyl, C 7 -C 11 aroyl, C 8 -C 14 arylalkanoyl or C 8 -C 20 alkylaroyl, or R 5 , when n is 2, is C 2 -C 30 alkylene, C 2 -C 30 alkenylene or C 8 -C 18 arylenedialkylene; R 6 is hydrogen, C 1 -C 18 alkyl, C 5 -C 8 cycloalkyl, C 7 -C 15 aralkyl or C 6 -C 10 aryl; R 7 is C 1 -C 18 alkyl, C 5 -C 8 cycloalkyl, C 7 -C 15 aralkyl or C 6 -C 10 aryl; or R 6 and R 7 , together with the nitrogen atom, form a pyrrolidine, piperidine, morpholine or piperazine ring; and R 8 is hydrogen, C 1 -C 12 alkyl, C 3 -C 5 alkenyl, C 3 -C 5 alkynyl, unsubstituted or alkyl-substituted C 7 -C 11 aralkyl, C 2 -C 8 alkanoyl, C 3 -C 18 alkenoyl, --CH 2 CN or --CO--N(R 6 )(R 7 ).
Claim 2
Dependent Claim
334 words
A compound of the formula Ia or Ib ##STR12## wherein n is 1 or 2; R 1 is C 2 -C 30 alkanoyl, C 3 -C 20 alkenoyl, --CH 2 CN, --CO--N(R 6 )(R 7 ), C 7 -C 11 aroyl, C 8 -C 14 arylalkanoyl or C 8 -C 20 alkylaroyl; R 2 is hydrogen or C 1 -C 4 alkyl; each of R 3 and R 4 independently of the other is hydrogen, C 1 -C 30 alkyl, unsubstituted or chlorine- or alkyl-substituted C 6 -C 10 aryl, unsubstituted or alkyl-substituted C 7 -C 11 aralkyl, or R 3 and R 4 , together with the carbon atom to which they are attached, form a cycloalkane or alkylcycloalkane ring containing 5 to 18 carbon atoms, or a group of the formula ##STR13## R 5 , when n is 1, is C 1 -C 30 alkyl, C 3 -C 20 alkenyl, unsubstituted or alkyl-substituted C 7 -C 11 aralkyl, or is C 5 -C 12 cycloalkyl, C 2 -C 18 alkanoyl, C 3 -C 18 alkenoyl, C 7 -C 11 aroyl, C 8 -C 14 arylalkanoyl or C 8 -C 20 alkylaroyl, or R 5 , when n is 2, is C 2 -C 30 alkylene, C 2 -C 30 alkenylene or C 8 -C 18 arylenedialkylene; R 6 is hydrogen, C 1 -C 18 alkyl, C 5 -C 8 cycloalkyl, C 7 -C 15 aralkyl or C 6 -C 10 aryl; R 7 is C 1 -C 18 alkyl, C 5 -C 8 cycloalkyl, C 7 -C 15 aralkyl or C 6 -C 10 aryl; or R 6 and R 7 , together with the nitrogen atom, form a pyrrolidine, piperidine, morpholine or piperazine ring; and R 8 is hydrogen, C 1 -C 12 alkyl, C 3 -C 5 alkenyl, C 3 -C 5 alkynyl, unsubstituted or alkyl-substituted C 7 -C 11 aralkyl, C 2 -C 8 alkanoyl, C 3 -C 18 alkenoyl, --CH 2 CN or --CO--N(R 6 )(R 7 ).
Claim 3
Dependent Claim
264 words
A compound according to claim 1 of the formula Ia or Ib, wherein R 1 is C 2 -C 12 alkanoyl, C 3 -C 5 alkenoyl, phenylacetyl, --CH 2 CN or --CO--N(R 6 )(R 7 ); R 2 is hydrogen; each of R 3 and R 4 independently of the other is hydrogen, C 1 -C 12 alkyl, C 7 -C 12 aralkyl or phenyl substituted by C 1 -C 4 alkyl, or R 3 and R 4 , together with the carbon atom to which they are attached, form a cycloalkane or alkylcycloalkane ring containing 5 to 12 carbon atoms or a group of the formula ##STR14## R 5 , when n is 1, is C 1 -C 18 alkyl, C 3 -C 6 alkenyl, C 5 -C 6 cycloalkyl, C 7 -C 12 aralkyl, C 2 -C 12 alkanoyl or C 3 -C 12 alkenoyl, and when n is 2, is C 2 -C 18 alkylene, C 4 -C 12 alkenylene or xylylene; R 6 is hydrogen, C 1 -C 12 alkyl, C 5 -C 6 cycloalkyl, C 7 -C 12 aralkyl or phenyl; R 7 is C 1 -C 12 alkyl, C 5 -C 6 cycloalkyl, C 7 -C 12 aralkyl or C 6 -C 10 aryl, or R 6 and R 7 , together with the nitrogen atom to which they are attached, form a pyrolidine, piperidine, morpholine or piperazine ring; and R 8 is hydrogen, C 1 -C 6 alkyl, C 3 -C 5 alkenyl, benzyl, C 2 -C 12 alkanoyl, C 3 -C 12 alkenoyl, propargyl or cyanomethyl.
Claim 4
Dependent Claim
162 words
A compound according to claim 1 of the formula Ia, wherein n is 1; R 1 is C 2 -C 12 alkanoyl, C 3 -C 5 alkenoyl, --CO--N(R 6 )(R 7 ) or --CH 2 CN; R 2 is hydrogen; each of R 3 and R 4 independently of the other is hydrogen, C 1 -C 4 alkyl, benzyl or phenyl, or R 3 and R 4 , together with the carbon atom to which they are attached, form a C 5 -C 12 cycloalkane ring; R 5 is C 1 -C 6 alkyl, C 3 -C 5 alkenyl, benzyl, C 2 -C 12 alkanoyl or C 3 -C 5 alkenoyl; R 6 is hydrogen, C 1 -C 6 alkyl, cyclohexyl, benzyl or phenyl; and R 7 is C 1 -C 6 alkyl, cyclohexyl, benzyl or phenyl; or R 6 and R 7 , together with the nitrogen atom to which they are attached, form a pyrrolidine, piperidine, morpholine or piperazine ring.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-12-05 | 1987-06-06 | 1987-12-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-12-05 | 1991-06-06 | 1991-12-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-12-05 | 1995-06-06 | 1995-12-06 | $7700.00 | Window Closed / Lapsed |