US4222962A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for preparing a substituted diphenoxybenzene
Assignee: Gulf Research and Development Co
•
Filing: 1978-12-11
•
Granted: 1980-09-16
•
Expires: 1998-12-11
Abstract
Abstract A diaminophenoxy or a dinitrophenoxybenzene is prepared in good yield from dibromobenzene and an alkali metal salt of meta-aminophenol or meta-nitrophenol under Ullmann ether synthesis conditions at low temperatures of 115° C. to 150° C.
Inventors
- 👤 John P. Pellegrini, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 15:09
CPC Classifications
C; C07; C07C; C07C201/00; C07C201/06; C07C201/12; C07C213/00; C07C213/06; C07C213/10
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
69 words
A process for the preparation of a compound having the formula: ##STR5## where Y is NO 2 or NH 2 which comprises: reacting the alkali metal salt of a phenol having the formula: ##STR6## where Y is as defined, with meta-dibromobenzene in the presence of an amine solvent and an Ullmann ether synthesis catalyst and under Ullmann ether synthesis conditions including a temperature of about 115° to 150° C.
Claim 2
Dependent Claim
69 words
A process for the preparation of a compound having the formula: ##STR5## where Y is NO 2 or NH 2 which comprises: reacting the alkali metal salt of a phenol having the formula: ##STR6## where Y is as defined, with meta-dibromobenzene in the presence of an amine solvent and an Ullmann ether synthesis catalyst and under Ullmann ether synthesis conditions including a temperature of about 115° to 150° C.
Claim 3
Dependent Claim
16 words
A process according to claim 1 wherein said Ullmann ether synthesis catalyst is a cooper salt.
Claim 4
Dependent Claim
16 words
A process according to claim 2 wherein the phenol is meta-aminophenol and the solvent is pyridine.
Claim 5
Dependent Claim
16 words
A process according to claim 2 wherein the phenol is meta-nitrophenol and the solvent is pyridine.
Claim 6
Dependent Claim
13 words
A process according to claim 3 wherein an alkali metal alkoxide is employed.
Claim 7
Dependent Claim
21 words
A process according to claim 5 wherein the copper salt is copper chloride and the alkali metal alkoxide is sodium methoxide.
Claim 8
Dependent Claim
19 words
A process according to claim 2 wherein the molar ratio of the phenol to the dibromobenzene is about 2:1.
Claim 9
Dependent Claim
25 words
A process in accordance with claim 1 wherein Y in said phenol is NO 2 and wherein the reaction temperature is 115° to 125° C.
Claim 10
Dependent Claim
25 words
A process in accordance with claim 1 wherein Y in said phenol is NH 2 and wherein the reaction temperature is 130° to 150° C.
Claim 11
Dependent Claim
78 words
A process for the preparation of a compound having the formula: ##STR7## where Y is NO 2 or NH 2 which comprises: reacting the alkali metal salt of a phenol having the formula: ##STR8## where Y is as defined, with a meta-bromoether having the formula: ##STR9## wherein Y is as defined, in the presence of an amine solvent and an Ullmann ether synthesis catalyst and under Ullman ether synthesis conditions including a temperature of 115° to 150° C.
Claim 12
Dependent Claim
78 words
A process for the preparation of a compound having the formula: ##STR7## where Y is NO 2 or NH 2 which comprises: reacting the alkali metal salt of a phenol having the formula: ##STR8## where Y is as defined, with a meta-bromoether having the formula: ##STR9## wherein Y is as defined, in the presence of an amine solvent and an Ullmann ether synthesis catalyst and under Ullman ether synthesis conditions including a temperature of 115° to 150° C.
Claim 13
Dependent Claim
16 words
A process according to claim 10 wherein said Ullmann ether synthesis catalyst is a copper salt.
Claim 14
Dependent Claim
39 words
A process according to claim 1 wherein said alkali metal salt is made in-situ by the initial reaction of said phenol with an alkali metal hydroxide or alkoxide before the addition of the dibromobenzene and Ullmann ether synthesis catalyst.
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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) | 1983-09-16 | 1984-03-17 | 1984-09-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-09-16 | 1988-03-17 | 1988-09-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-09-16 | 1992-03-17 | 1992-09-16 | $7700.00 | Window Closed / Lapsed |