Patent US3720702A successfully refreshed from Google Patents.
US3720702A
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Partial reduction of phthalonitriles
Assignee: Novartis Corp
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Filing: 1969-12-29
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Granted: 1973-03-13
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Expires: 1989-12-29
Abstract
Abstract Dinitriles of organic acids, containing both cyano groups attached to vicinal carbon atoms, can be reduced without undue ring-formation and loss of nitrogen, by hydrogenating them in a liquid carboxylic acid anhydride, first over a palladium and then over a platinum catalyst, to yield the correspondingly acylated bis-aminomethyl compounds.
Inventors
- 👤 J Nelson
- 👤 G Zaunius
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 11:59
CPC Classifications
C; C07; C07C; C07C253/00; C07C253/30; C07C209/00; C07C209/44; C07C209/48; C07C255/00; C07C255/01; C07C255/19; C07C2601/00; C07C2601/12; C07C2601/14
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
71 words
A process for the partial reduction of the dinitrile having the formula NC-Ph-CN, wherein Ph is 1,2-phenylene, (lower alkyl)-1,2-phenylene, (lower alkoxy)-1,2-phenylene, (lower alkylmercapto)-1,2-phenylene, (halogeno)-1,2-phenylene, (trifluoromethyl)-1,2-phenylene, (nitro)-1,2-phenylene, (amino)-1,2-phenylene or (di-lower alkylamino)-1,2-phenylene, which consists in subjecting one mol equivalent of said dinitrile to hydrogenation with 2 mol equivalents of hydrogen in at least one mol equivalent of a liquid lower alkanoic acid anhydride over finely divided palladium, to yield the corresponding acylated aminomethyl-mono-nitrile.
Claim 2
Dependent Claim
71 words
A process for the partial reduction of the dinitrile having the formula NC-Ph-CN, wherein Ph is 1,2-phenylene, (lower alkyl)-1,2-phenylene, (lower alkoxy)-1,2-phenylene, (lower alkylmercapto)-1,2-phenylene, (halogeno)-1,2-phenylene, (trifluoromethyl)-1,2-phenylene, (nitro)-1,2-phenylene, (amino)-1,2-phenylene or (di-lower alkylamino)-1,2-phenylene, which consists in subjecting one mol equivalent of said dinitrile to hydrogenation with 2 mol equivalents of hydrogen in at least one mol equivalent of a liquid lower alkanoic acid anhydride over finely divided palladium, to yield the corresponding acylated aminomethyl-mono-nitrile.
Claim 3
Dependent Claim
27 words
Process as claimed in claim 1, wherein dinitriles of the formula are used as starting material, in which R3 is hydrogen, methyl, methoxy, chloro, trifluoromethyl or nitro.
Claim 4
Dependent Claim
13 words
Process as claimed in claim 1, wherein phthalonitrile is used as starting material.
Claim 5
Dependent Claim
16 words
Process as claimed in claim 1, wherein acetic anhydride is used as lower alkanoic acid anhydride.
Claim 6
Dependent Claim
15 words
Process as claimed in claim 1, wherein the finely divided palladium is precipitated on charcoal.
Claim 7
Dependent Claim
15 words
Process as claimed in claim 5, wherein about 5-10 percent palladium is precipitated on charcoal.
Claim 8
Dependent Claim
27 words
Process as claimed in claim 1, wherein the hydrogenation is carried out between about room temperature and about 100* and between atmospheric pressure and about 10 at.
Claim 9
Dependent Claim
23 words
Process as claimed in claim 1, wherein the hydrogenation is carried out between about 40* and 60* and about 3 and 4 at.
References Cited (Backward Citations)
GB814631A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1976-03-12 | 1976-09-11 | 1977-03-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-03-12 | 1980-09-11 | 1981-03-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-03-12 | 1984-09-11 | 1985-03-13 | $7700.00 | Window Closed / Lapsed |