US3875146A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process to prepare intermediates for the preparation of cephalosporins and penicillins
Assignee: Merck and Co Inc
•
Filing: 1972-04-11
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Granted: 1975-04-01
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Expires: 1992-04-11
Abstract
Abstract A process is provided which yields derivatives of cephalosporins and penicillins. The process starts with 7-aminodecephalosporanic acid or 6-APA and reacts with a carbonyl containing compound to form a Schiff''s base (imino) adduct. This latter compound is then treated with a defined reagent yielding a novel Schiff''s base adduct having a side chain on the carbon adjacent to the iminonitrogen. The amino moiety can be regenerated and further reacted to form end compounds which are active against both gram-positive and gram-negative bacteria.
Inventors
- 👤 Burton G Christensen
- 👤 Raymond A Firestone
- 👤 David B R Johnston
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 18:17
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1896; C07D; C07D499/00; C07F9/00; C07F9/02; C07F9/547; C07F9/6561; C07F9/65611; C07F9/65613
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
9 words
THE PROCESS OF PREPARING THE COMPOUND HAVING THE FORMULA:
Claim 2
Dependent Claim
9 words
THE PROCESS OF PREPARING THE COMPOUND HAVING THE FORMULA:
Claim 3
Dependent Claim
9 words
The process of claim 2 wherein R1 is halo.
Claim 4
Dependent Claim
18 words
The process of claim 3 wherein the reagent is N-haloacetamide, N-halosuccinimide, t-butyl hypohalite, perhalomethyl hypohalite, or molecular halogen.
Claim 5
Dependent Claim
12 words
The process of claim 4 wherein the reagent is N-halosuccinimide or N-haloacetamide.
Claim 6
Dependent Claim
9 words
The process of claim 3 wherein R1 is bromo.
Claim 7
Dependent Claim
16 words
The process of claim 6 wherein the reagent is N-bromoacetamide, N-bromosuccinimide, t-butylhypobromite, perhalomethyl hypobromite, or bromine.
Claim 8
Dependent Claim
12 words
The process of claim 7 wherein the reagent is N-bromosuccinimide or N-bromoacetamide.
Claim 9
Dependent Claim
17 words
The process of claim 3 wherein the activating agent is sodium hydride, phenyl lithium, or t-butyl lithium.
Claim 10
Dependent Claim
8 words
The process of claim 3 wherein (Z) is
Claim 11
Dependent Claim
16 words
The process of claim 10 wherein K is chloro and G and J are each hydrogen.
Claim 12
Dependent Claim
9 words
The process of claim 2 wherein R1 is loweralkoxy.
Claim 13
Dependent Claim
9 words
The process of claim 1 wherein R1 is methoxy.
Claim 14
Dependent Claim
17 words
The process of claim 13 wherein the activating agent is sodium hydride, phenyl lithium, or t-butyl lithium.
Claim 15
Dependent Claim
25 words
The process of claim 13 wherein the reagent is dimethyl peroxide, methyl t-butyl peroxide, methyl phenyl sulfenate, o-methyl dimethyl sulfoxonium methosulfate, or N-methoxy pyridinium methosulfate.
Claim 16
Dependent Claim
14 words
The process of claim 15 wherein the reagent is dimethyl peroxide ormethyl t-butyl peroxide.
Claim 17
Dependent Claim
8 words
The process of claim 12 wherein (Z) is
Claim 18
Dependent Claim
13 words
The process of claim 17 wherein K, G, and J are each hydrogen.
Claim 19
Dependent Claim
18 words
The process of claim 17 wherein K is chloro or nitro, and G and J are each hydrogen.
References Cited (Backward Citations)
US3780033A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-03-31 | 1978-09-30 | 1979-04-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-03-31 | 1982-09-30 | 1983-04-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-03-31 | 1986-09-30 | 1987-04-01 | $7700.00 | Window Closed / Lapsed |