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US4086273A
Expired / Lapsed
US
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Process for making beta-aminoethyl sulfides from aliphatic mercaptans and 2-oxazolines
Assignee: Dow Chemical Co
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Filing: 1976-04-14
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Granted: 1978-04-25
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Expires: 1996-04-14
Abstract
Abstract The title compounds are prepared by:
Inventors
- 👤 Sandra Berazosky
- 👤 Mark E. Kaiser
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 06:24
CPC Classifications
C; C07; C07C; C07C319/00; C07C319/14
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
87 words
A process for making amides comprising reacting by contacting in liquid phase (a) an aliphatic mercaptan with (b) a 2-oxazoline in the presence of (c) a small but sufficient amount of at least one transition metal salt to catalyze the reaction between (a) and (b); said transition metal salt catalyst being a salt of a metal in groups 1b, 2b, 6b, 7b, and 8 and rows 4 and 5 of the Periodic Table of the Elements, inclusive, and is at least partially soluble in the reaction mixture.
Claim 2
Dependent Claim
87 words
A process for making amides comprising reacting by contacting in liquid phase (a) an aliphatic mercaptan with (b) a 2-oxazoline in the presence of (c) a small but sufficient amount of at least one transition metal salt to catalyze the reaction between (a) and (b); said transition metal salt catalyst being a salt of a metal in groups 1b, 2b, 6b, 7b, and 8 and rows 4 and 5 of the Periodic Table of the Elements, inclusive, and is at least partially soluble in the reaction mixture.
Claim 3
Dependent Claim
19 words
The process defined by claim 1 wherein (c) is a salt of manganese, iron, copper, zinc, silver or cadmium.
Claim 4
Dependent Claim
19 words
The process defined by claim 2 wherein the salt is a chloride, bromide, sulfate or acetate of said metal.
Claim 5
Dependent Claim
20 words
The process defined by claim 1 wherein (a) is an alkyl mercaptan of from 1 to about 24 carbon atoms.
Claim 6
Dependent Claim
20 words
The process defined by claim 4 wherein (a) is an alkyl mercaptan of from 4 to about 18 carbon atoms.
Claim 7
Dependent Claim
31 words
The process defined by claim 1 wherein (b) is an oxazoline of the formula ##STR4## wherein R is hydrogen or an alkyl group of from 1 to about 18 carbon atoms.
Claim 8
Dependent Claim
13 words
The process defined by claim 6 wherein R is hydrogen, methyl or ethyl.
Claim 9
Dependent Claim
15 words
The process defined by claim 1 wherein (c) is cadmium chloride or a hydrate thereof.
Claim 10
Dependent Claim
14 words
The process defined by claim 8 wherein (a) is n-octylmercaptan and (b) is 2-ethyl-2-oxazoline.
Claim 11
Dependent Claim
14 words
The process defined by claim 8 wherein (a) is n-tetradecylmercaptan and (b) is 2,5-dimethyl-2-oxazoline.
Claim 12
Dependent Claim
38 words
The process defined by claim 1 comprising the additional steps of contacting the amide formed in the process of claim 1 with an aqueous protic acid to thus form the corresponding β-aminoalkyl sulfide derivative of said aliphatic mercaptan.
Claim 13
Dependent Claim
31 words
The process defined by claim 11 wherein (b) is an oxazoline of the formula ##STR5## wherein R is hydrogen or an alkyl group of from 1 to about 18 carbon atoms.
Claim 14
Dependent Claim
13 words
The process defined by claim 12 wherein R is hydrogen, methyl or ethyl.
Claim 15
Dependent Claim
13 words
The process defined by claim 11 wherein said protic acid is hydrochloric acid.
Claim 16
Dependent Claim
12 words
The process defined by claim 12 wherein said acid is hydrochloric acid.
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) | 1981-04-24 | 1981-10-24 | 1982-04-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-24 | 1985-10-24 | 1986-04-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-24 | 1989-10-24 | 1990-04-25 | $7700.00 | Window Closed / Lapsed |