US3865814A
Expired / Lapsed
US
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Process for preparing n-substituted lactams
Assignee: Inventa AG fuer Forschung und Patentverwertung
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Filing: 1973-07-25
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Granted: 1975-02-11
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Expires: 1993-07-25
Abstract
Abstract A process for the preparation of N-substituted lactams of the formula WHEREIN A is a substituted or unsubstituted aliphatic hydrocarbon chain having 3 to 11 carbon atoms, said substituents comprising one or more alkyl groups each having 1 to 4 carbon atoms; and R is hydrogen or a hydrocarbon radical having 1 to 17 carbon atoms, comprising reacting at least one starting lactam of the formula WITH AN ORGANIC HALOGEN COMPOUND OF THE FORMULA X - CH2-R wherein X is chlorine, bromine or iodine, in the presence of an alkali metal hydroxide in solid form or in at least 50% aqueous solution at a reaction temperature of from 20*C to 120*C.
Inventors
- 👤 Heinz Lussi
- 👤 Clau Berther
- 👤 Josef Studinka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 09:22
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/18; C07D207/22; C07D207/24; C07D207/26; C07D207/263; C07D207/267; C07D227/00; C07D227/02; C07D227/06; C07D227/08; C07D227/087
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
11 words
A PROCESS FOR THE PREPARATION OF N-SUBSTITUTED LACTAMS OF THE FORMULA
Claim 2
Dependent Claim
11 words
A PROCESS FOR THE PREPARATION OF N-SUBSTITUTED LACTAMS OF THE FORMULA
Claim 3
Dependent Claim
21 words
A process according to claim 1 wherein R is hydrogen, straight chain alkyl having 1 to 17 carbon atoms, or aralkyl.
Claim 4
Dependent Claim
35 words
A process according to claim 1 wherein one mol of said starting lactam is reacted with 0.5 to 5 mols of said halogen compound and with 0.5 to 2 mols of said alkali metal hydroxide.
Claim 5
Dependent Claim
13 words
A process according to claim 1 carried out in the absence of solvent.
Claim 6
Dependent Claim
58 words
A process according to claim 1 wherein there is present 0.1 to 1.0 parts by weight of an organic liquid per part by weight of said starting lactam, said organic liquid taken from the class consisting of aliphatic, cycloaliphatic and aromatic hydrocarbons and aliphatic and cycloaliphatic ethers and being immiscible with water and boiling between 20* and 120*C.
Claim 7
Dependent Claim
14 words
A process according to claim 1 wherein said alkali metal hydroxide is sodium hydroxide.
Claim 8
Dependent Claim
15 words
A process according to claim 5 wherein said organic liquid boils at said reaction temperature.
Claim 9
Dependent Claim
26 words
A process according to claim 1 wherein said alkali metal hydroxide is added to a previously prepared mixture comprising said starting lactam and said halogen compound.
Claim 10
Dependent Claim
12 words
A process according to claim 1 wherein said halogen compound is gaseous.
Claim 11
Dependent Claim
20 words
A process according to claim 1 wherein said halogen compound is allyl chloride, benzyl chloride, methyl chloride or ethyl chloride.
Claim 12
Dependent Claim
30 words
A process according to claim 9 wherein said reaction is carried out under such pressure that said halogen compound just boils out of the reaction mixture at said reaction temperature.
Claim 13
Dependent Claim
12 words
A PROCESS ACCORDING TO CLAIM 1 WHEREIN SAID STARTING LACTAM IN CAPROLACTAM.
Claim 14
Dependent Claim
15 words
A process according to claim 1 wherein said reaction temperature is from 50* to 80*C.
Claim 15
Dependent Claim
49 words
A process according to claim 1 wherein one said starting lactam, having a melting point above said reaction temperature, is combined with a lower melting starting lactam to form a starting lactam, mixture melting at or below said reaction temperature, whereby a plurality of said N-substituted lactams are formed.
Claim 16
Dependent Claim
17 words
A process according to claim 14 wherein said plurality of said N-substituted lactams are separated by distillation.
References Cited (Backward Citations)
US3661894A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-02-10 | 1978-08-12 | 1979-02-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-02-10 | 1982-08-12 | 1983-02-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-02-10 | 1986-08-12 | 1987-02-11 | $7700.00 | Window Closed / Lapsed |