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US4169094A
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Process for preparing aminoalkylpyrrolobenzoxazalkanes
Assignee: CNA Holdings LLC
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Filing: 1978-04-04
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Granted: 1979-09-25
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Expires: 1998-04-04
Abstract
Abstract Novel aminoalkylpyrrolobenzoxazalkanes, physiologically tolerable acid addition salts thereof, method of preparing same and novel intermediates in the preparation thereof are described. These compounds are useful as analgesic agents and tranquilizers.
Inventors
- 👤 Richard C. Effland
- 👤 Larry Davis
- 👤 Wolfgang Schaub
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 22:05
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/32; C07D207/33; C07D207/333; C07D207/335
Claims Analysis
Total Claims: 3
Claim 1
Independent Claim
167 words
A process for the preparation of a mono-substituted aminoalkylpyrrolobenzoxazalkane of the formula ##STR3## wherein Y is hydrogen, halogen, lower alkoxy, lower alkyl, trifluoromethyl, nitro or amino; R 1 is hydrogen or lower alkyl; R 3 is alkyl of from 1 to 5 carbon atoms, phenyl, cycloalkyl of from 3 to 6 carbon atoms, phenalkyl of the formula C 6 H 5 (CH 2 ) n -- or cycloalkylalkyl of from 4 to 7 carbon atoms; m is the integer 1 or 2 and n is the integer 1, 2 or 3; which comprises reacting a compound of the formula ##STR4## wherein R 2 is a straight or branched chain alkyl of from 1 to 5 carbon atoms with a phenylchloroformate or a lower alkylchloroformate to form a phenoxy- or alkoxycarbonyl compound of the formula ##STR5## wherein Z is phenyl or lower alkyl and treating said phenoxy or alkoxy carbonyl compound with a mineral base in the presence of an organic solvent to form said mono substituted aminoalkylpyrrolobenzoxazalkane.
Claim 2
Dependent Claim
167 words
A process for the preparation of a mono-substituted aminoalkylpyrrolobenzoxazalkane of the formula ##STR3## wherein Y is hydrogen, halogen, lower alkoxy, lower alkyl, trifluoromethyl, nitro or amino; R 1 is hydrogen or lower alkyl; R 3 is alkyl of from 1 to 5 carbon atoms, phenyl, cycloalkyl of from 3 to 6 carbon atoms, phenalkyl of the formula C 6 H 5 (CH 2 ) n -- or cycloalkylalkyl of from 4 to 7 carbon atoms; m is the integer 1 or 2 and n is the integer 1, 2 or 3; which comprises reacting a compound of the formula ##STR4## wherein R 2 is a straight or branched chain alkyl of from 1 to 5 carbon atoms with a phenylchloroformate or a lower alkylchloroformate to form a phenoxy- or alkoxycarbonyl compound of the formula ##STR5## wherein Z is phenyl or lower alkyl and treating said phenoxy or alkoxy carbonyl compound with a mineral base in the presence of an organic solvent to form said mono substituted aminoalkylpyrrolobenzoxazalkane.
Claim 3
Dependent Claim
20 words
The process as defined in claim 1 wherein the mineral base is potassium hydroxide and the organic solvent is n-propanol.
References Cited (Backward Citations)
US4029672A
Cited
US4107074A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-09-24 | 1983-03-26 | 1983-09-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-09-24 | 1987-03-26 | 1987-09-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-09-24 | 1991-03-26 | 1991-09-25 | $7700.00 | Window Closed / Lapsed |