Patent US3042685A successfully refreshed from Google Patents.
US3042685A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process of making g-fluoro tryptamine
Assignee: —
•
Filing: —
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Granted: 1962-07-03
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Expires: 1979-07-03
Abstract
No abstract record available.
Inventors
No inventors recorded.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 15:06
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/04; C07D209/30; C07D209/42; C07D209/08; C07D209/10; C07D209/14
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
98 words
IN A PROCESS OF PRODUCING 6-FLUORO TRYPTAMINE, THE STEPS WHICH CONSIST IN (A) SUBJECTING 6-FLUORO INDOLE TO THE ACTION OF FORMALDEHYDE AND DIMETHYLAMINE IN AN AQUEOUS ACIDIC MEDIUM TO PRODUCE 6-FLUORO GRAMINE; (B) STIRRING SAID 6-FLUORO GRAMINE WITH DIMETHYL SULFATE IN AN INERT ORGANIC SOLVENT TO CAUSE QUATERNIZATION; (C) ADDING AN ALKALI METAL CYANIDE TO AN AQUEOUS SOLUTION OF THE RESULTING METHOSULFATE OF 6-FLUORO GRAMINE AND HEATING TO 60-65*C., AND (D) HYDROGENATING 6-FLUORO 3-INDOLYL ACETONITRILE PRODUCED THEREBY TO 6-FLUORO TRYPTAMINE BY MEANS OF HYDROGEN IN THE PRESENCE OF A NICKEL CATALYST AND A LOWER ALKANOL SATURATED WITH AMMONIA.
Claim 2
Dependent Claim
98 words
IN A PROCESS OF PRODUCING 6-FLUORO TRYPTAMINE, THE STEPS WHICH CONSIST IN (A) SUBJECTING 6-FLUORO INDOLE TO THE ACTION OF FORMALDEHYDE AND DIMETHYLAMINE IN AN AQUEOUS ACIDIC MEDIUM TO PRODUCE 6-FLUORO GRAMINE; (B) STIRRING SAID 6-FLUORO GRAMINE WITH DIMETHYL SULFATE IN AN INERT ORGANIC SOLVENT TO CAUSE QUATERNIZATION; (C) ADDING AN ALKALI METAL CYANIDE TO AN AQUEOUS SOLUTION OF THE RESULTING METHOSULFATE OF 6-FLUORO GRAMINE AND HEATING TO 60-65*C., AND (D) HYDROGENATING 6-FLUORO 3-INDOLYL ACETONITRILE PRODUCED THEREBY TO 6-FLUORO TRYPTAMINE BY MEANS OF HYDROGEN IN THE PRESENCE OF A NICKEL CATALYST AND A LOWER ALKANOL SATURATED WITH AMMONIA.
Claim 3
Dependent Claim
111 words
A PROCESS OF PRODUCING 6-FLUORO-INDOLE WHICH COMPRISES THE STEPS OF (A) SUBJECTING 2-NITRO-4-FLUORO-TOLUENCE TO THE ACTION OF A LOWER ALKYL ESTER OF AXALIC ACID IN THE PRESENCE OF AN ALKALI METAL LOWER ALKANOLATE TO YIELD THE ALKALI METAL SALT OF THE LOWER ALKYL ESTEROF 4-FLUORO-2''-NITRO PHENYL PYRUVIC ACID; (B) REDUCING SAID ESTER BY MEANS OF A REDUCING METAL IN THE PRESENCE OF AN ACID MEDIUM; (C) SAPONIFYING THE RESULTING 6-FLUORO INDOLE-2-CARBOXYLIC ACID ESTER BY MEANS OF AN ALKALI METAL HYDROXIDE IN ALCOHOLIC SOLUTION TO 6-FLUORO INDOLE -2-CARBOXYLIC ACID; (D) HEATING SAID CARBOXYLIC ACID IN AN INERT SOLVENT TO TEMPERATURES BELOW 220*C. TO SPLIT OFF CARBON DIOXIDE; (E) AND RECOVERING SAID 6-FLUORO-INDOLE.
Claim 4
Dependent Claim
111 words
A PROCESS OF PRODUCING 6-FLUORO-INDOLE WHICH COMPRISES THE STEPS OF (A) SUBJECTING 2-NITRO-4-FLUORO-TOLUENCE TO THE ACTION OF A LOWER ALKYL ESTER OF AXALIC ACID IN THE PRESENCE OF AN ALKALI METAL LOWER ALKANOLATE TO YIELD THE ALKALI METAL SALT OF THE LOWER ALKYL ESTEROF 4-FLUORO-2''-NITRO PHENYL PYRUVIC ACID; (B) REDUCING SAID ESTER BY MEANS OF A REDUCING METAL IN THE PRESENCE OF AN ACID MEDIUM; (C) SAPONIFYING THE RESULTING 6-FLUORO INDOLE-2-CARBOXYLIC ACID ESTER BY MEANS OF AN ALKALI METAL HYDROXIDE IN ALCOHOLIC SOLUTION TO 6-FLUORO INDOLE -2-CARBOXYLIC ACID; (D) HEATING SAID CARBOXYLIC ACID IN AN INERT SOLVENT TO TEMPERATURES BELOW 220*C. TO SPLIT OFF CARBON DIOXIDE; (E) AND RECOVERING SAID 6-FLUORO-INDOLE.
References Cited (Backward Citations)
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1965-07-02 | 1966-01-01 | 1966-07-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1969-07-02 | 1970-01-01 | 1970-07-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1973-07-02 | 1974-01-01 | 1974-07-03 | $7700.00 | Window Closed / Lapsed |