US4465842A
Expired / Lapsed
US
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Preparation of N-benzylimides
Assignee: Rhone Poulenc Specialites Chimiques
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Filing: 1982-05-14
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Granted: 1984-08-14
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Expires: 2002-05-14
Abstract
Abstract The N-benzylimides having the structural formula: ##STR1## wherein Ar comprises a benzene radical and R 1 is an aliphatic or aromatic hydrocarbon, are prepared in good yield by reacting a compound having the structural formula: ArH (II) with a compound having the structural formula: ##STR2## in the presence of hydrofluoric acid.
Inventors
- 👤 Michel Desbois
- 👤 Michel Reppelin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 16:15
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/34; C07D207/36; C07D207/40; C07D207/404; C07D205/00; C07D205/02; C07D205/10; C07D209/00; C07D209/02; C07D209/44; C07D209/48; C07D211/00; C07D211/04; C07D211/80; C07D211/84; C07D211/86; C07D211/88
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
65 words
A process for the preparation of an N-benzylimide having the structural formula: ##STR13## wherein Ar is a substituted or unsubstituted phenyl radical and R 1 is an aliphatic or aromatic hydrocarbon having 1 to 12 carbon atoms, comprising reacting a compound having the structural formula: ArH (II) with a compound having the structural formula: ##STR14## in the presence of a solvent amount of hydrofluoric acid.
Claim 2
Dependent Claim
65 words
A process for the preparation of an N-benzylimide having the structural formula: ##STR13## wherein Ar is a substituted or unsubstituted phenyl radical and R 1 is an aliphatic or aromatic hydrocarbon having 1 to 12 carbon atoms, comprising reacting a compound having the structural formula: ArH (II) with a compound having the structural formula: ##STR14## in the presence of a solvent amount of hydrofluoric acid.
Claim 3
Dependent Claim
14 words
The process as defined by claim 1, the hydrofluoric acid being anhydrous hydrofluoric acid.
Claim 4
Dependent Claim
18 words
The process as defined by claim 1, the hydrofluoric acid being at a concentration of at least 90%.
Claim 5
Dependent Claim
12 words
The process as defined by claim 1, wherein Ar is unsubstituted phenyl.
Claim 6
Dependent Claim
66 words
The process as defined by claim 1, wherein Ar is phenyl substituted with at least one of the substituents F, Cl, Br, CN, NO 2 , NH 2 , CHO, COOH, COR or COOR, wherein R is alkyl having from 1 to 6 carbon atoms, alkyl or alkoxy having from 1 to 6 carbon atoms, phenyl, phenoxy, CF 3 , SCF 3 and OCF 3 .
Claim 7
Dependent Claim
27 words
The process as defined by claims 4 or 5, wherein R 1 is --CH 2 --CH 2 --, --CH 2 --CH 2 --CH 2 -- or ##STR15##
Claim 8
Dependent Claim
30 words
The process as defined by claims 4 or 5, the molar ratio of the hydrofluoric acid to the reactant having the Formula (II) ranging from about 5:1 to about 50:1.
Claim 9
Dependent Claim
31 words
The process as defined by claim 7, the molar ratio of the reactant having the Formula (II) to the reactant having the Formula (III) ranging from about 0.5:1 to about 2:1.
Claim 10
Dependent Claim
27 words
The process as defined by claim 8, the reaction being carried out at a temperature ranging from about 0° C. to 100° C., at about atmospheric pressure.
Claim 11
Dependent Claim
33 words
The process as defined by claim 1, for the preparation of one of the N-benzylimides: N--meta-trifluoromethylbenzyl)phthalimide, N--meta-bis-trifluoromethylbenzyl)phthalimide, N--2,4-dichlorobenzyl)phthalimide, N-ortho- and N--para-trifluoromethoxybenzyl)phthalimide, N-ortho- and N--para-fluorobenzyl)phthalimide, N-ortho- and N--para-trifluoromethylthiobenzyl)phthalimide, and the corresponding succinimides and glutarimides.
References Cited (Backward Citations)
DE2526652A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-08-14 | 1988-02-13 | 1988-08-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-08-14 | 1992-02-13 | 1992-08-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-08-14 | 1996-02-13 | 1996-08-14 | $7700.00 | Window Closed / Lapsed |