US4022785A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Substituted pyridines and dihydropyridines
Assignee: Baker Petrolite LLC
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Filing: 1976-01-08
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Granted: 1977-05-10
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Expires: 1996-01-08
Abstract
Abstract This invention relates to a process of preparing alkylpyridines and N-substituted alkyldihydropyridines from hexahydrotriazines. These products may be further reacted to form other compositions. The products of the reaction are useful as corrosion inhibitors.
Inventors
- 👤 Bernardus A. Oude Alink
- 👤 Neil E. S. Thompson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 21:01
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/06; C07D211/00; C07D211/04; C07D211/80; C07D211/82; Y; Y10; Y10S; Y10S507/00; Y10S507/939
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
46 words
A process of preparing a mixture of an alkyl pyridine and an N-substituted alkyl 1,2-dihydropyridine which comprises reacting a hexahydrotriazine in the presence of a Lewis acid at a temperature between about 80° C, and 300° C. for a period of about 0.5 to 24 hours.
Claim 2
Dependent Claim
46 words
A process of preparing a mixture of an alkyl pyridine and an N-substituted alkyl 1,2-dihydropyridine which comprises reacting a hexahydrotriazine in the presence of a Lewis acid at a temperature between about 80° C, and 300° C. for a period of about 0.5 to 24 hours.
Claim 3
Dependent Claim
33 words
The process of claim 1 wherein the products obtained therein are further reacted with an acid in the presence of oxygen to obtain a mixture of an alkylpyridine and an N-substituted alkylpyridinium salt.
Claim 4
Dependent Claim
18 words
The process of claim 2 where the alkyl pyridinium salt is further thermally reacted to form an alkylpyridine.
Claim 5
Dependent Claim
30 words
The process of claim 1 wherein the mixture of alkylpyridine and N-substituted alkyl 1,2-dihydropyridine is further reacted to form a mixture of alkylpyridine and the Diels-Alder dimer of the 1,2-dihydropyridine.
Claim 6
Dependent Claim
5 words
The product of claim 1.
Claim 7
Dependent Claim
5 words
The product of claim 2.
Claim 8
Dependent Claim
5 words
The product of claim 3.
Claim 9
Dependent Claim
5 words
The product of claim 4.
Claim 10
Dependent Claim
29 words
The process of claim 1 where the temperature of reaction is about 110° C, to 180° C. and the time of reaction is from about 2 to 4 hours.
Claim 11
Dependent Claim
31 words
The process of claim 2 where the acid used is selected from the group consisting of sulfuric acid, hydrochloric acid, hydrobromic acid, acetic acid, proprionic acid, benzoic acid and sulfonic acids.
Claim 12
Dependent Claim
24 words
The process of claim 1 where the hexahydrotriazine is 2,4,6-tripropyl 1,3,5-hexahydrotriazine, the alkylpyridine is 2-propyl 3,5-diethylpyridine and the dihydropyridine is 1-butyl 2-propyl 3,5-diethyl 1,2-dihydropyridine.
Claim 13
Dependent Claim
51 words
The process of claim 4 where the alkyl pyridine is 2-propyl 3,5-diethyl pyridine, the 1,2-dihydropyridine is 1-butyl 2-propyl 3,5-diethyl 1,2-dihydropyridine, the reaction is carried out at 245° C. for five hours and the resulting product is a mixture of 2-propyl 3,5-diethyl pyridine and the Diels-Alder dimer of 1-butyl, 2-propyl 3,5-diethyl 1,2-dihydropyridine.
References Cited (Backward Citations)
US3931191A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-05-09 | 1980-11-08 | 1981-05-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-05-09 | 1984-11-08 | 1985-05-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-05-09 | 1988-11-08 | 1989-05-10 | $7700.00 | Window Closed / Lapsed |