US3956313A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N-(substituted-thiomethyl)-2-pyrrolidinones
Assignee: ISP Investments LLC
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Filing: 1970-04-13
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Granted: 1976-05-11
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Expires: 1990-04-13
Abstract
Abstract N-(Substituted-thiomethyl)-2-pyrrolidinones of the structural formula: ##SPC1## Wherein R represents hydrocarbon or substituted hydrocarbon groups such as alkyl, aryl, alkenyl, alkynyl, cycloalkyl, aralkyl and alkaryl, are useful as organic solvents and dyestuff intermediates. They are prepared by the reaction of N-hydroxymethyl-2-pyrrolidinone with a hydrocarbyl or substituted hydrocarbyl mercaptan in the presence of an acid catalyst.
Inventors
- 👤 Harlan B. Freyermuth
- 👤 David I. Randall
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 05:51
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/18; C07D207/22; C07D207/24; C07D207/26; C07D207/263; C07D207/27
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
6 words
A compound of the formula ##SPC5##
Claim 2
Dependent Claim
6 words
A compound of the formula ##SPC5##
Claim 3
Dependent Claim
92 words
A process for the preparation of a compound of the formula: ##SPC6## wherein R is selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, n-pentyl, n-hexyl, nonyl, decyl, dodecyl, hydroxymethyl, 2-hydroxyethyl, 3-hydroxypropyl, chloromethyl, ethenyl, propenyl, propargyl, butynyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, phenyl, tolyl, o-, m- and p-xylyl, 1-naphthyl, 2-naphthyl, benzyl and phenethyl, which comprises reacting N-hydroxymethyl-2-pyrrolidinone with a mercaptan of the formula: R--SH wherein R is as described above, in the presence of an acidic catalyst and at a temperature of from about 20°C to about 50°C.
Claim 4
Dependent Claim
92 words
A process for the preparation of a compound of the formula: ##SPC6## wherein R is selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, n-pentyl, n-hexyl, nonyl, decyl, dodecyl, hydroxymethyl, 2-hydroxyethyl, 3-hydroxypropyl, chloromethyl, ethenyl, propenyl, propargyl, butynyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, phenyl, tolyl, o-, m- and p-xylyl, 1-naphthyl, 2-naphthyl, benzyl and phenethyl, which comprises reacting N-hydroxymethyl-2-pyrrolidinone with a mercaptan of the formula: R--SH wherein R is as described above, in the presence of an acidic catalyst and at a temperature of from about 20°C to about 50°C.
Claim 5
Dependent Claim
22 words
A process according to claim 2 wherein the acid catalyst is selected from the group consisting of mineral acids and organic acids.
References Cited (Backward Citations)
US3228955A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-05-11 | 1979-11-10 | 1980-05-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-05-11 | 1983-11-10 | 1984-05-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-05-11 | 1987-11-10 | 1988-05-11 | $7700.00 | Window Closed / Lapsed |