Patent US4075252A successfully refreshed from Google Patents.
US4075252A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Diazotization-fluorination in a medium of hydrogen fluoride-containing ammonium ions
Assignee: Olin Corp
•
Filing: 1976-07-23
•
Granted: 1978-02-21
•
Expires: 1996-07-23
Abstract
Abstract Process for diazotization-fluorination of aromatic or heterocyclic amines in a solution of hydrogen fluoride containing ammonium ions.
Inventors
- 👤 Max M. Boudakian
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 19:32
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/61; C07C; C07C17/00; C07C17/093
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
82 words
In a process for preparing a fluorobenzene by (1) diazotizing a corresponding aminobenzene substrate in the presence of hydrogen fluoride and a diazotization agent selected from the group consisting of sodium nitrite, potassium nitrite, nitrous anhydride, nitrous acid, a nitrosyl halide, and a complex of a nitrosyl halide with hydrogen fluoride, to produce a corresponding diazonium fluoride and (2) decomposing said diazonium fluoride, the improvement which comprises: conducting said diazotization and decomposition steps in a solution of hydrogen fluoride containing ammonium ions.
Claim 2
Dependent Claim
82 words
In a process for preparing a fluorobenzene by (1) diazotizing a corresponding aminobenzene substrate in the presence of hydrogen fluoride and a diazotization agent selected from the group consisting of sodium nitrite, potassium nitrite, nitrous anhydride, nitrous acid, a nitrosyl halide, and a complex of a nitrosyl halide with hydrogen fluoride, to produce a corresponding diazonium fluoride and (2) decomposing said diazonium fluoride, the improvement which comprises: conducting said diazotization and decomposition steps in a solution of hydrogen fluoride containing ammonium ions.
Claim 3
Dependent Claim
51 words
The process of claim 1 wherein said ammonium ions are formed by adding to the hydrogen fluoride an ammonium ion generating compound selected from the group of anhydrous ammonia, aqueous ammonia, ammonium fluoride, ammonium bifluoride, a solvate of ammonium fluoride with hydrogen fluoride, a soluble non-fluoride ammonium salt, and combinations thereof.
Claim 4
Dependent Claim
26 words
The process of claim 2 wherein said ammonium ions are present in a concentration from about 0.5 to 35 mole percent of the hydrogen fluoride solution.
Claim 5
Dependent Claim
30 words
The process of claim 3 wherein said solution of hydrogen fluoride is present in a range from about 2 moles to about 30 moles per one mole of said aminobenzene.
Claim 6
Dependent Claim
18 words
The process of claim 4 wherein said diazotization and said decomposition steps are carried out in separate steps.
Claim 7
Dependent Claim
16 words
The process of claim 3 wherein said diazotization and said decomposition steps occur in one step.
Claim 8
Dependent Claim
49 words
The process of claim 4 wherein said diazotization and decomposition steps are conducted in a solution of hydrogen fluoride containing from about 2.5 to 15 mole percent of ammonium ion, and from about 7.5 to about 25 moles of hydrogen fluoride are present per one mole of said aminobenzene.
Claim 9
Dependent Claim
19 words
The process of claim 7 wherein said ammonium ions are formed by adding ammonium bifluoride to said hydrogen fluoride.
Claim 10
Dependent Claim
19 words
The process of claim 8 wherein the aminobenzene is selected from the group of aniline, toluidine, fluoroaniline and anisidine.
Claim 11
Dependent Claim
19 words
The process of claim 9 wherein o-fluorotoluene is produced by diazotizing o-toluidine with sodium nitrite and anhydrous hydrogen fluoride.
Claim 12
Dependent Claim
15 words
The process of claim 10 wherein said diazotization and decomposition steps occur in separate steps.
References Cited (Backward Citations)
US3798228A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-02-20 | 1981-08-22 | 1982-02-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-02-20 | 1985-08-22 | 1986-02-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-02-20 | 1989-08-22 | 1990-02-21 | $7700.00 | Window Closed / Lapsed |