US5144076A
Expired / Lapsed
US
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Preparation of 3,5-diamino benzotrifluoride
Assignee: Occidental Chemical Corp
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Filing: 1991-10-01
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Granted: 1992-09-01
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Expires: 2011-10-01
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 |
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| 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 |