US4337340A
Expired / Lapsed
US
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Processes for preparing substituted furopyridinones and furopyrazinones
Assignee: HD ACQUISITION CORP A CORP OF DE
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Filing: 1980-08-21
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Granted: 1982-06-29
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Expires: 2000-08-21
Abstract
Abstract Substituted furopyridinones and furopyrazinones which are useful as color formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting diphenylamines with substituted benzoyl (or 3-indolylcarbonyl)pyridinecarboxylic acids and substituted benzoyl (or 3-indolylcarbonyl)pyrazinecarboxylic acids, respectively.
Inventors
- 👤 Paul J. Schmidt
- 👤 William M. Hung
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 00:28
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/78; C07D213/79; C07D213/80; B; B41; B41M; B41M5/00; B41M5/124; B41M5/132; B41M5/136; B41M5/145; B41M5/26; B41M5/30; B41M5/323; B41M5/327; C07D491/00; C07D491/02; C07D491/04
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
172 words
A process for producing a compound having the formula ##STR30## which comprises reacting a pyridinecarboxylic acid or pyrazinecarboxylic acid having the formula ##STR31## with a diarylamine having the formula ##STR32## in the presence of the anhydride of an alkanoic acid having from 2 to 5 carbon atoms where in the above formulas: A is ##STR33## Y 1 , Y 2 , Y 3 and Y 4 are the same or different and are selected from the group consisting of hydrogen, halo, lower-alkoxy, alkyl having from 1 to 9 carbon atoms, phenyl-lower-alkyl and NR 1 R 2 where R 1 is hydrogen or lower alkyl and R 2 is lower alkanoyl, phenylsulfonyl or lower-alkyl-substituted phenylsulfonyl; or NR, R 2 is di-lower-alkylamine; Z is ##STR34## in which: R 3 is hydrogen, lower alkyl, lower alkoxy, halo or di-lower-alkylamino; R 4 is lower alkyl; R 5 is lower alkyl or benzyl; R 6 is hydrogen or non-tertiary alkyl having from 1 to 18 carbon atoms; and R 7 is hydrogen, phenyl or non-tertiary lower alkyl.
Claim 2
Dependent Claim
172 words
A process for producing a compound having the formula ##STR30## which comprises reacting a pyridinecarboxylic acid or pyrazinecarboxylic acid having the formula ##STR31## with a diarylamine having the formula ##STR32## in the presence of the anhydride of an alkanoic acid having from 2 to 5 carbon atoms where in the above formulas: A is ##STR33## Y 1 , Y 2 , Y 3 and Y 4 are the same or different and are selected from the group consisting of hydrogen, halo, lower-alkoxy, alkyl having from 1 to 9 carbon atoms, phenyl-lower-alkyl and NR 1 R 2 where R 1 is hydrogen or lower alkyl and R 2 is lower alkanoyl, phenylsulfonyl or lower-alkyl-substituted phenylsulfonyl; or NR, R 2 is di-lower-alkylamine; Z is ##STR34## in which: R 3 is hydrogen, lower alkyl, lower alkoxy, halo or di-lower-alkylamino; R 4 is lower alkyl; R 5 is lower alkyl or benzyl; R 6 is hydrogen or non-tertiary alkyl having from 1 to 18 carbon atoms; and R 7 is hydrogen, phenyl or non-tertiary lower alkyl.
Claim 3
Dependent Claim
24 words
A process according to claim 1 wherein said anhydride of an alkanoic acid having from 2 to ;b 5 carbon atoms is acetic anhydride.
Claim 4
Dependent Claim
182 words
A process for producing a compound having the formula ##STR35## which comprises reacting a pyridinecarboxylic acid or pyrazinecarboxylic acid having the formula ##STR36## with an inorganic acid chloride selected from the group consisting of thionyl chloride, phosphorus oxychloride, phosphorus trichloride and phosphorus pentachloride; and reacting the resulting product with a diarylamine having the formula ##STR37## in the presence of an organic base where in the above formulas A is ##STR38## Y 1 , Y 2 , Y 3 and Y 4 are the same or different and are selected from the group consisting of hydrogen, halo, lower alkoxy, alkyl having from 1 to 9 carbon atoms, phenyl-lower-alkyl and NR 1 R 2 where R 1 is hydrogen or lower alkyl and R 2 is lower alkanoyl, phenylsulfonyl or lower-alkyl-substituted phenylsulfonyl; Z is ##STR39## in which R 3 is hydrogen, lower alkyl, lower alkoxy, halo or di-lower-alkylamino; R 4 is lower alkyl; R 5 is lower alkyl or benzyl; R 6 is hydrogen or non-tertiary alkyl having from 1 to 18 carbon atoms; and R 7 is hydrogen, phenyl or non-tertiary lower alkyl.
Claim 5
Dependent Claim
182 words
A process for producing a compound having the formula ##STR35## which comprises reacting a pyridinecarboxylic acid or pyrazinecarboxylic acid having the formula ##STR36## with an inorganic acid chloride selected from the group consisting of thionyl chloride, phosphorus oxychloride, phosphorus trichloride and phosphorus pentachloride; and reacting the resulting product with a diarylamine having the formula ##STR37## in the presence of an organic base where in the above formulas A is ##STR38## Y 1 , Y 2 , Y 3 and Y 4 are the same or different and are selected from the group consisting of hydrogen, halo, lower alkoxy, alkyl having from 1 to 9 carbon atoms, phenyl-lower-alkyl and NR 1 R 2 where R 1 is hydrogen or lower alkyl and R 2 is lower alkanoyl, phenylsulfonyl or lower-alkyl-substituted phenylsulfonyl; Z is ##STR39## in which R 3 is hydrogen, lower alkyl, lower alkoxy, halo or di-lower-alkylamino; R 4 is lower alkyl; R 5 is lower alkyl or benzyl; R 6 is hydrogen or non-tertiary alkyl having from 1 to 18 carbon atoms; and R 7 is hydrogen, phenyl or non-tertiary lower alkyl.
Claim 6
Dependent Claim
30 words
A process according to claim 3 wherein said inorganic acid chloride is thionyl chloride and said organic base is selected from the group consisting of said diarylamine, pyridine and urea.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-06-28 | 1985-12-28 | 1986-06-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-06-28 | 1989-12-28 | 1990-06-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-06-28 | 1993-12-28 | 1994-06-29 | $7700.00 | Window Closed / Lapsed |