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US5144076A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of 3,5-diamino benzotrifluoride

Assignee: Occidental Chemical Corp
•
Filing: 1991-10-01
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Granted: 1992-09-01
•
Expires: 2011-10-01
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Abstract

Abstract 3,5-Diaminobenzotrifluoride can be produced, in a single step, by reacting 4-chloro-3,5-dinitro benzotrifluoride in a suitable solvent, with hydrogen gas, in the presence of a catalyst comprising palladium on a suitable carrier, and in the presence of a suitable base.

Inventors

  • 👤 Ramesh Krishnamurti
  • 👤 Lawrence B. Fertel
  • 👤 Henry C. Lin
  • 👤 Mahendra K. Dosi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 21:02
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/30; C07C209/32; C07C209/36

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 121 words
A process for the preparation of 3,5-diaminobenzotrifluoride which comprises treating 4-chloro-3,5-dinitrobenzotrifluoride, in a solvent selected from the group consisting of C-3 to C-6 secondary and tertiary alcohols, acetonitrile, low molecular weight esters of C-2 of C-4 alcohols and C-2 to C-4 acids, diethyl ether, tetrahydrofuran, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, triethylene glycol dimethyl ether, and tetraethylene glycol dimethyl ether, with hydrogen gas under a pressure of about 50 to 300 psi, in the presence of a suitable catalyst which comprises palladium on an inert carrier, and in the presence of a base selected from the group consisting of alkali metal and alkaline earth metal carbonates and bicarbonates, and alkali metal salts of C-2 to C-6 aliphatic carboxylic acids.
Claim 2
Dependent Claim 121 words
A process for the preparation of 3,5-diaminobenzotrifluoride which comprises treating 4-chloro-3,5-dinitrobenzotrifluoride, in a solvent selected from the group consisting of C-3 to C-6 secondary and tertiary alcohols, acetonitrile, low molecular weight esters of C-2 of C-4 alcohols and C-2 to C-4 acids, diethyl ether, tetrahydrofuran, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, triethylene glycol dimethyl ether, and tetraethylene glycol dimethyl ether, with hydrogen gas under a pressure of about 50 to 300 psi, in the presence of a suitable catalyst which comprises palladium on an inert carrier, and in the presence of a base selected from the group consisting of alkali metal and alkaline earth metal carbonates and bicarbonates, and alkali metal salts of C-2 to C-6 aliphatic carboxylic acids.
Claim 3
Dependent Claim 24 words
A process according to claim 1 in which the solvent is selected from the group consisting of C-3 to C-6 secondary and tertiary alcohols.
Claim 4
Dependent Claim 14 words
A process according to claim 2 in which the catalyst is palladium on carbon.
Claim 5
Dependent Claim 13 words
A process according to claim 3 in which the solvent is isopropyl alcohol.
Claim 6
Dependent Claim 13 words
A process according to claim 4 in which the base is sodium carbonate.
Claim 7
Dependent Claim 13 words
A process according to claim 4 in which the base is sodium acetate.
Claim 8
Dependent Claim 13 words
A process according to claim 1 in which the solvent is an ether.
Claim 9
Dependent Claim 13 words
A process according to claim 7 in which the base is sodium carbonate.
Claim 10
Dependent Claim 13 words
A process according to claim 7 in which the base is sodium acetate.
Claim 11
Dependent Claim 16 words
A process according to claim 1 in which the solvent is a low molecular weight ester.
Claim 12
Dependent Claim 13 words
A process according to claim 10 in which the base is sodium carbonate.
Claim 13
Dependent Claim 13 words
A process according to claim 10 in which the base is sodium acetate.
Claim 14
Dependent Claim 13 words
A process according to claim 1 in which the solvent is ethyl acetate.
Claim 15
Dependent Claim 14 words
A process according to claim 13 in which the catalyst is palladium on carbon.
Claim 16
Dependent Claim 13 words
A process according to claim 14 in which the base is sodium carbonate.
Claim 17
Dependent Claim 13 words
A process according to claim 14 in which the base is sodium acetate.
Claim 18
Dependent Claim 134 words
A process for the preparation of 3,5-diaminobenzotrifluoride which comprises (1) preparing a mixture consisting essentially of (a) 4-chloro-3,5-dinitrobenzotrifluoride; (b) a solvent selected from the group consisting of C-3 to C-6 secondary and tertiary alcohols, acetonitrile, low molecular weight esters of C-2 to C-4 alcohols and C-2 to C-4 acids, diethyl ether, tetrahydrofuran, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, triethylene glycol dimethyl ether, and tetraethylene glycol dimethyl ether; (c) hydrogen gas under a pressure of about 50 to about 300 psi; (d) a palladium catalyst; and (e) a base selected from the group consisting of alkali metal and alkaline earth metal carbonates and bicarbonates, and alkali metal salts of C-2 to C-6 aliphatic carboxylic acids; and (2) maintaining the temperature of said mixture to a temperature between room temperature and about 100° C.
Claim 19
Dependent Claim 134 words
A process for the preparation of 3,5-diaminobenzotrifluoride which comprises (1) preparing a mixture consisting essentially of (a) 4-chloro-3,5-dinitrobenzotrifluoride; (b) a solvent selected from the group consisting of C-3 to C-6 secondary and tertiary alcohols, acetonitrile, low molecular weight esters of C-2 to C-4 alcohols and C-2 to C-4 acids, diethyl ether, tetrahydrofuran, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, triethylene glycol dimethyl ether, and tetraethylene glycol dimethyl ether; (c) hydrogen gas under a pressure of about 50 to about 300 psi; (d) a palladium catalyst; and (e) a base selected from the group consisting of alkali metal and alkaline earth metal carbonates and bicarbonates, and alkali metal salts of C-2 to C-6 aliphatic carboxylic acids; and (2) maintaining the temperature of said mixture to a temperature between room temperature and about 100° C.
Claim 20
Dependent Claim 12 words
A process according to claim 17 wherein said solvent is ethyl acetate.
Claim 21
Dependent Claim 12 words
A process according to claim 17 wherein said base is sodium carbonate.
Claim 22
Dependent Claim 12 words
A process according to claim 17 wherein said base is sodium acetate.

References Cited (Backward Citations)

US4022795A Cited
EP0038465A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-09-01 1996-03-02 1996-09-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-09-01 2000-03-02 2000-09-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-09-01 2004-03-02 2004-09-01 $7700.00 Window Closed / Lapsed

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