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US4563529A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for producing trifluoromethylpyridines

Assignee: Ishihara Sangyo Kaisha Ltd
•
Filing: 1981-06-04
•
Granted: 1986-01-07
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Expires: 2001-06-04
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Abstract

Abstract A trifluoromethylpyridine selected from the group consisting of α-trifluoromethylpyridine, γ-trifluoromethylpyridine, a bis(trifluoromethyl)pyridine and chlorides thereof which have 1 to 3 chlorine atoms in its pyridine nucleus is produced by reacting a pyridine derivative selected from the group consisting of α-picoline, γ-picoline and a lutidine with chlorine and anhydrous hydrogen fluoride at a temperature of 300° to 600° C. in a vapor phase in the presence of a diluent and a catalyst comprising a fluoride of a metallic element selected from the group consisting of aluminum, chromium, iron, nickel, manganese, cobalt and copper.

Inventors

  • 👤 Ryuzo Nishiyama
  • 👤 Kanichi Fujikawa
  • 👤 Isao Yokomichi
  • 👤 Yasuhiro Tsujii
  • 👤 Shigeyuki Nishimura

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 15:51
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/61; C07D213/24; C07D213/26

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 95 words
A process for producing a trifluoromethylpyridine selected from the group consisting of α-trifluoromethylpyridine, γ-trifluoromethylpyridine, bis(trifluoromethyl)pyridines and chloro derivatives thereof which have 1 to 3 chlorine atoms attached to the pyridine nucleus comprising reacting a pyridine derivative selected from the group consisting of α-picoline, γ-picoline and dimethylpyridines with chlorine and anhydrous hydrogen fluoride at a temperature of 300° to 600° C. in a vapor phase reaction in the presence of a diluent and a catalyst comprising a fluoride of a metallic element selected from the group consisting of aluminum, chromium, iron, nickel, manganese, cobalt and copper.
Claim 2
Dependent Claim 95 words
A process for producing a trifluoromethylpyridine selected from the group consisting of α-trifluoromethylpyridine, γ-trifluoromethylpyridine, bis(trifluoromethyl)pyridines and chloro derivatives thereof which have 1 to 3 chlorine atoms attached to the pyridine nucleus comprising reacting a pyridine derivative selected from the group consisting of α-picoline, γ-picoline and dimethylpyridines with chlorine and anhydrous hydrogen fluoride at a temperature of 300° to 600° C. in a vapor phase reaction in the presence of a diluent and a catalyst comprising a fluoride of a metallic element selected from the group consisting of aluminum, chromium, iron, nickel, manganese, cobalt and copper.
Claim 3
Dependent Claim 24 words
The process according to claim 1, wherein the residence time of the reaction mixture in the reaction zone is from 1 to 60 seconds.
Claim 4
Dependent Claim 15 words
The process according to claim 2, wherein said residence time is 1 to 40 seconds.
Claim 5
Dependent Claim 20 words
The process according to claim 1, wherein said pyridine derivative is α-picoline and said trifluoromethylpyridine is 2-trifluoromethylpyridine, 6-chloro-2-trifluoromethylpyridine, or 4,6-dichloro-2-trifluoromethylpyridine.
Claim 6
Dependent Claim 20 words
The process according to claim 1, wherein said pyridine derivative is γ-picoline and said trifluoromethylpyridine is 4-trifluoromethylpyridine, 2-chloro-4-trifluoromethylpyridine, or 2,6-dichloro-4-trifluoromethylpyridine.
Claim 7
Dependent Claim 20 words
The process according to claim 1 wherein said reaction is carried out at a temperature of 350° to 450° C.
Claim 8
Dependent Claim 18 words
The process according to claim 1 wherein said catalyst is a fluoride of aluminum, chromium, iron or copper.

References Cited (Backward Citations)

US2516402A Cited
GB1097673A Cited
US3787420A Cited
EP0009212A1 Cited
EP0013474A2 Cited
GB2045245A Cited
US4288599A Cited
GB2045761A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-01-06 1989-07-08 1990-01-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-01-06 1993-07-08 1994-01-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-01-06 1997-07-08 1998-01-07 $7700.00 Window Closed / Lapsed

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