US3915979A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of benzotriazole-2-carboxamides
Assignee: GlaxoSmithKline LLC
•
Filing: 1972-11-13
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Granted: 1975-10-28
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Expires: 1992-11-13
Abstract
Abstract Benzotriazole-2-carboxamides having anthelmintic activity are prepared by 2-acylating a 4,7-dihalobenzotriazole then removing the 4,7-dihalo groups by catalytic hydrogenation at low temperatures and pressures. Hydrogenation at higher temperatures and pressures give 4,5,6,7-tetrahydrobenzotriazole-2-carboxamides also having anthelmintic activity.
Inventors
- 👤 Alfred W Chow
- 👤 Arnold J Krog
- 👤 Gregory Gallagher
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 22:34
CPC Classifications
C; C07; C07D; C07D249/00; C07D249/16; C07D249/18
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
30 words
THE METHOD OF PREPARING SELECTIVELY 2-ACYLATED BENZOTRIAZOLES COMPRISING REACTING A 2-UNSUNSUBSTITUTED BENZOTRIAZOLE HAVING CHLORO, BROMO, OR METHOXY AT BOTH THE 4 AND 7-POSITIONS WITH AN ACYL HALIDE OF THE FORMULA
Claim 2
Independent Claim
30 words
THE METHOD OF PREPARING SELECTIVELY 2-ACYLATED BENZOTRIAZOLES COMPRISING REACTING A 2-UNSUNSUBSTITUTED BENZOTRIAZOLE HAVING CHLORO, BROMO, OR METHOXY AT BOTH THE 4 AND 7-POSITIONS WITH AN ACYL HALIDE OF THE FORMULA
Claim 3
Dependent Claim
43 words
The method of claim 1 in which (the acyl halide has the formula: RR1NCOZ in which Z is chloro or bromo; R and R1 are alkyl of from 1- 18 carbon atoms; and) the tertiary amine is triethylamine, pyridine, dimethylaniline, pyrrolidine, or N-methylpyridine.
Claim 4
Independent Claim
8 words
The method of preparing benzotriazole-2-carboxamides of the formula:
Claim 5
Independent Claim
8 words
The method of preparing benzotriazole-2-carboxamides of the formula:
Claim 6
Dependent Claim
13 words
The method of claim 3 in which Y1, Y2 and X are chloro.
Claim 7
Dependent Claim
5 words
A compound of the formula:
Claim 8
Dependent Claim
5 words
A compound of the formula:
Claim 9
Dependent Claim
14 words
The compound of claim 5 in which R is N-heptyl and R1 is methyl.
Claim 10
Dependent Claim
14 words
The compound of claim 5 in which R is N-pentyl and R1 is methyl.
Claim 11
Dependent Claim
14 words
The compound of claim 5 in which R is lauryl and R1 is methyl.
References Cited (Backward Citations)
US3732238A
Cited
US3808334A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-10-27 | 1979-04-28 | 1979-10-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-10-27 | 1983-04-28 | 1983-10-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-10-27 | 1987-04-28 | 1987-10-28 | $7700.00 | Window Closed / Lapsed |