Patent US3932476A successfully refreshed from Google Patents.
US3932476A
Expired / Lapsed
US
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Preparation of fatty acid amides
Assignee: Ethyl Corp
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Filing: 1973-07-02
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Granted: 1976-01-13
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Expires: 1993-07-02
Abstract
Abstract It is disclosed that amides are readily prepared by reacting an ester of a volatile alcohol with a volatile amine reactant in an anhydrous system and at moderate pressure. Excess amine reactant is fed to the reaction system and allowed to escape therefrom in the course of the reaction to remove alcohol liberated during the reaction.
Inventors
- 👤 Charles R. Bergeron
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 17:50
CPC Classifications
C; C07; C07C; C07C231/00; C07C231/02; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
113 words
A process for preparing an amide of a fatty acid having from about 8 to about 20 carbon atoms per molecule comprising reacting in a substantially anhydrous system (1) an ester of a fatty acid having from about 8 to about 20 carbon atoms per molecule and of a lower alcohol having from 1 to about 6 carbon atoms per molecule with (2) ammonia or a mono or dialkyl methyl or ethyl amine fed at a rate in excess of the rate of reaction thereof, the excess of (2) being removed from the system during the reaction to remove from the system the lower alcohol component released from the ester in the reaction.
Claim 2
Dependent Claim
113 words
A process for preparing an amide of a fatty acid having from about 8 to about 20 carbon atoms per molecule comprising reacting in a substantially anhydrous system (1) an ester of a fatty acid having from about 8 to about 20 carbon atoms per molecule and of a lower alcohol having from 1 to about 6 carbon atoms per molecule with (2) ammonia or a mono or dialkyl methyl or ethyl amine fed at a rate in excess of the rate of reaction thereof, the excess of (2) being removed from the system during the reaction to remove from the system the lower alcohol component released from the ester in the reaction.
Claim 3
Dependent Claim
38 words
The process of claim 1 wherein the excess ammonia or methyl or ethyl amine removed from the system is treated to remove the alcohol and the ammonia or methyl or ethyl amine is recycled to the reaction system.
Claim 4
Dependent Claim
17 words
The process of claim 1 wherein the ester is an ester of methanol, ethanol, propanol or butanol.
Claim 5
Dependent Claim
13 words
The process of claim 1 wherein the ester is an ester of methanol.
Claim 6
Dependent Claim
12 words
The process of claim 1 wherein ammonia is reacted with the ester.
Claim 7
Dependent Claim
28 words
The process of claim 1 wherein the ester reacted is an ester of mixed fatty acids having predominantly from about 10 to about 18 carbon atoms per molecule.
Claim 8
Dependent Claim
58 words
The process of claim 1 wherein the ester reacted is of the formula ##EQU4## wherein R is hydrogen, or alkyl having from 1 to about 8 carbon atoms, R' is alkyl, alkenyl, or polyalkenyl having from about 6 to about 18 carbon atoms, R" is C n H 2n +1 where n is 1, 2, 3 or 4.
Claim 9
Dependent Claim
20 words
The process of claim 1 wherein the ester reacted is an ester of oleic acid, linoleic acid or linolenic acid.
Claim 10
Dependent Claim
38 words
The process of claim 1 wherein the ester reacted is an ester of undecanoic acid, 2-methyl decanoic acid, 2-ethyl nonanoic acid, tridecanoic acid, 2-methyl dodecanoic acid, 2-ethyl undecanoic acid, pentadecanoic acid, 2-methyl tetradecanoic acid, or 2-ethyl tridecanoic acid.
Claim 11
Dependent Claim
72 words
In a process for producing amides by the reaction of fatty acid esters and an amine reactant, the improvement wherein the reaction is conducted in an anhydrous reaction system under conditions wherein ester and amide are substantially in the liquid phase and amine is in the vapor phase and amine is bled from said system during the reaction to strip away from said system alcohol liberated from the esters by the reaction.
Claim 12
Dependent Claim
72 words
In a process for producing amides by the reaction of fatty acid esters and an amine reactant, the improvement wherein the reaction is conducted in an anhydrous reaction system under conditions wherein ester and amide are substantially in the liquid phase and amine is in the vapor phase and amine is bled from said system during the reaction to strip away from said system alcohol liberated from the esters by the reaction.
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) | 1979-01-12 | 1979-07-14 | 1980-01-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-12 | 1983-07-14 | 1984-01-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-12 | 1987-07-14 | 1988-01-13 | $7700.00 | Window Closed / Lapsed |