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US3681333A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of cyclic iminoethers

Assignee: Honeywell International Inc
•
Filing: 1967-07-24
•
Granted: 1972-08-01
•
Expires: 1987-07-24
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Abstract

Abstract The liquid phase thermally induced cyclodehydration of N-( omega -hydroxyalkyl) alkyl and aryl carboxylamides to afford cyclic iminoethers is catalyzed by compounds of manganese, cobalt, molybdenum, tungsten and the rare earth metals.

Inventors

  • 👤 Morton H Litt
  • 👤 Richard B Lund
  • 👤 John Vitrone
  • 👤 Jack L Herz
  • 👤 Francis C O'donnell

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 16:32
CPC Classifications
C; C07; C07D; C07D265/00; C07D265/04; C07D265/06; C07D265/08

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 15 words
A process in accordance with claim 1 wherein n is 2 and R is ethyl.
Claim 2
Dependent Claim 25 words
A process in accordance with claim 1 wherein n is 3 and R is a member selected from the group consisting of methyl and ethyl.
Claim 3
Dependent Claim 41 words
A process in accordance with claim 1 wherein there is present in conjunction with said catalyst material an approximately equimolar amount of an inorganic base selected from the group consisting of alkali and alkaline earth metal oxides, hydroxides, carbonates and bicarbonates.
Claim 4
Dependent Claim 14 words
A process in accordance with claim 4 wherein said inorganic base is sodium bicarbonate.
Claim 5
Dependent Claim 24 words
A process in accordance with claim 1 wherein said heating is carried out at a sub-atmospheric pressure of below about 500 mm. of mercury.
Claim 6
Dependent Claim 25 words
A process in accordance with claim 1 wherein said heating is carried out at a temperature of from about 180* C. to about 250* C.
Claim 7
Dependent Claim 25 words
A process in accordance with claim 1 wherein said heating is effected in the presence of from 0.01 to 2 weight percent of catalyst material.
Claim 8
Dependent Claim 131 words
A process for the preparation of a cyclic iminoether having the formula wherein R represents a substituent selected from the group consisting of hydrogen and aliphatic, alicyclic and monocyclic aromatic hydrocarbons having up to 20 carbon atoms and jointed perfluoroalkylalkyl radicals of the structure CF3(CF2)r(CH2)s, wherein r and S range from 0 to 10 and the sum of r plus s is from 1 to 20 , and n is 2 or 3; comprising heating a hydroxyalkylamide having the formula wherein R and n are as defined above, at a temperature of from about 140* C. to about 300* C., in the presence of from 0.01 to 15 weight percent of catalyst material selected from the group consisting of molybdenum dioxide, phosphomolybdic acid, alkali metal tungstates and molybdates and didymium oxide.
Claim 9
Dependent Claim 1 words
2-(8,10-heptadecadienyl)-2-oxazoline.

References Cited (Backward Citations)

US2416552A Cited
US2312414A Cited
US2450807A Cited
US2530627A Cited
US2564423A Cited
US2844589A Cited
US3562263A Cited
US3268544A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1975-08-01 1976-01-31 1976-08-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1979-08-01 1980-01-31 1980-08-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1983-08-01 1984-01-31 1984-08-01 $7700.00 Window Closed / Lapsed

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