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US3962240A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of furo(3,4-e)-as-triazines

Assignee: Sandoz Inc
•
Filing: 1975-05-08
•
Granted: 1976-06-08
•
Expires: 1995-05-08
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Abstract

Abstract 5,5,7,7-tetramethyl-3-substituted or unsubstituted-phenylfuro[3,4-e]-as-triazines, e.g., 5,7-dihydro-5,5,7,7-tetramethyl-3-(m-nitrophenyl)furo[3,4-e]-as-triazine, are prepared by reacting a 2,2,5,5-tetramethyl-3,4(2H,5H)furandione with substituted or unsubstituted benzimidic acid hydrazide under an inert atmosphere in the presence of an inert organic solvent and are useful as sleep inducers and minor tranquilizers.

Inventors

  • 👤 Gregory Benjamin Bennett

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 15:37
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/04

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 149 words
A process for preparing a compound of the formula ##SPC4## which comprises treating a compound of the formula ##SPC5## with a compound of the formula ##SPC6## under an inert atmosphere in the presence of an inert organic solvent, where R 1 and R 2 each independently represent hydrogen, halo having an atomic weight of about 19 to 36, lower alkyl, straight chain lower alkoxy, amino, nitro or trifluoromethyl, and provided that i. when one of R 1 and R 2 represents nitro, the other is other than nitro or trifluoromethyl; ii. when R 1 and R 2 represent trifluoromethyl, they are on other than adjacent carbon atoms, iii. when R 1 and R 2 represent t-butyl, they are on other than adjacent carbon atoms, and iv. when one of R 1 and R 2 is trifluoromethyl and the other is t-butyl, they are on other than adjacent carbon atoms.
Claim 2
Dependent Claim 149 words
A process for preparing a compound of the formula ##SPC4## which comprises treating a compound of the formula ##SPC5## with a compound of the formula ##SPC6## under an inert atmosphere in the presence of an inert organic solvent, where R 1 and R 2 each independently represent hydrogen, halo having an atomic weight of about 19 to 36, lower alkyl, straight chain lower alkoxy, amino, nitro or trifluoromethyl, and provided that i. when one of R 1 and R 2 represents nitro, the other is other than nitro or trifluoromethyl; ii. when R 1 and R 2 represent trifluoromethyl, they are on other than adjacent carbon atoms, iii. when R 1 and R 2 represent t-butyl, they are on other than adjacent carbon atoms, and iv. when one of R 1 and R 2 is trifluoromethyl and the other is t-butyl, they are on other than adjacent carbon atoms.
Claim 3
Dependent Claim 19 words
A process according to claim 1 which is carried out at a temperature of from about 50° to 150°C.
Claim 4
Dependent Claim 19 words
A process according to claim 1 which is carried out at a temperature of from about 70° to 110°C.
Claim 5
Dependent Claim 16 words
A process according to claim 3 in which the inert organic solvent is a lower alkanol.
Claim 6
Dependent Claim 17 words
A process according to claim 2 in which the reaction is run from 1 to 42 hours.
Claim 7
Dependent Claim 14 words
A process according to claim 3 which is carried out under a nitrogen atmosphere.
Claim 8
Dependent Claim 28 words
A process according to claim 1 which is carried out under an inert atmosphere at a temperature of 70° to 110°C. in the presence of a lower alkanol.
Claim 9
Dependent Claim 46 words
A process for preparing a compound of the formula ##SPC7## which comprises treating a compound of the formula ##SPC8## with a compound of the formula ##SPC9## under an inert atmosphere and in the presence of an inert organic solvent at a temperature of 50° to 150°C.
Claim 10
Dependent Claim 46 words
A process for preparing a compound of the formula ##SPC7## which comprises treating a compound of the formula ##SPC8## with a compound of the formula ##SPC9## under an inert atmosphere and in the presence of an inert organic solvent at a temperature of 50° to 150°C.
Claim 11
Dependent Claim 17 words
A process according to claim 8 which is carried out at a temperature of 70° to 110°C.
Claim 12
Dependent Claim 16 words
A process according to claim 9 in which the inert organic solvent is a lower alkanol.

References Cited (Backward Citations)

US3697518A Cited
US3772276A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-06-08 1979-12-08 1980-06-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-06-08 1983-12-08 1984-06-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-06-08 1987-12-08 1988-06-08 $7700.00 Window Closed / Lapsed

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