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US3960962A
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Process for replacing the hydroxy group of an aromatic hydroxy compound with an amine group
Assignee: Ethyl Corp
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Filing: 1974-05-31
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Granted: 1976-06-01
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Expires: 1994-05-31
Abstract
Abstract Aromatic hydroxy compounds (e.g., 2,6-dimethylphenol) are converted to the corresponding aromatic amine (e.g., 2,6-dimethylaniline) by reaction with ammonia at elevated temperatures in the presence of a cyclohexanone promoter and a catalyst comprising metallic palladium bonded to a phosphinated polystyrene resin.
Inventors
- 👤 Ronald L. Shubkin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 15:21
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/04; C07C209/14; C07C209/18; B; B01; B01J; B01J31/00; B01J31/16; B01J31/165; B01J31/1658; B01J31/24; B01J31/2404; B01J31/2409; B01J2231/00; B01J2231/40; B01J31/40; B01J31/4015; B01J31/4023; B01J31/4038; B01J31/4053; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/584
Claims Analysis
Total Claims: 3
Claim 1
Independent Claim
104 words
In a process for replacing the hydroxy group of an aromatic hydroxy compound with a -NH 2 group, said process comprising reacting said aromatic hydroxy compound with ammonia in the presence of a cyclohexanone promoter and a catalyst at a temperature of about 200°-400°C, the improvement wherein said catalyst is palladium, said palladium being reduced by hydrazine to a metallic state and being bonded to a phosphinated polystyrene resin, said resin being characterized by having the group -CH 2 -P(R) 2 bonded to phenyl groups in said polystyrene resin wherein R is selected from the group consisting of alkyl, cycloalkyl, aralkyl, alkaryl and aryl.
Claim 2
Dependent Claim
104 words
In a process for replacing the hydroxy group of an aromatic hydroxy compound with a -NH 2 group, said process comprising reacting said aromatic hydroxy compound with ammonia in the presence of a cyclohexanone promoter and a catalyst at a temperature of about 200°-400°C, the improvement wherein said catalyst is palladium, said palladium being reduced by hydrazine to a metallic state and being bonded to a phosphinated polystyrene resin, said resin being characterized by having the group -CH 2 -P(R) 2 bonded to phenyl groups in said polystyrene resin wherein R is selected from the group consisting of alkyl, cycloalkyl, aralkyl, alkaryl and aryl.
Claim 3
Dependent Claim
10 words
The improved process of claim 1 wherein R is phenyl.
References Cited (Backward Citations)
DE607987C
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-06-01 | 1979-12-01 | 1980-06-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-06-01 | 1983-12-01 | 1984-06-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-06-01 | 1987-12-01 | 1988-06-01 | $7700.00 | Window Closed / Lapsed |