US4346242A
Expired / Lapsed
US
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Method for preparing substituted meta-phenylalkoxynitrobenzenes
Assignee: Wyeth Holdings LLC
•
Filing: 1980-06-05
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Granted: 1982-08-24
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Expires: 2000-06-05
Abstract
Abstract Methods for the preparation of substituted meta-phenylalkoxynitrobenzenes and their use as starting materials for the synthesis of herbicidal meta-phenylalkoxyphenylurea.
Inventors
- 👤 David M. Spatz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 20:19
CPC Classifications
A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/30; C; C07; C07C; C07C201/00; C07C201/06; C07C201/12
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
166 words
A method for the preparation of compounds of formula: ##STR15## wherein Y is hydrogen, halogen, C 1 -C 4 alkyl, C 3 -C 5 alkenyl, C 3 -C 5 alkynyl, C 1 -C 4 alkoxy, CH 3 S, CF 3 , CN, NH 2 , OCF 2 H, OCF 3 or OCF 2 Cl; Z is hyrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, or CF 3 ; U is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy or halogen; A is C 2 -C 4 alkylene, straight chain or branched; comprising reacting a compound of formula: ##STR16## wherein Y, Z, U and A are as defined above with an equimolar amount of m-dinitrobenzene in the presence of an equimolar amount of an alkali metal hydroxide or an alkali metal alkoxide and in the presence of a polar solvent of hexamethylphosphoramide, dimethylformamide, dimethyl sulfoxide, acetonitrile or mixtures thereof in the temperature range of from 20° C. to 80° C.
Claim 2
Independent Claim
166 words
A method for the preparation of compounds of formula: ##STR15## wherein Y is hydrogen, halogen, C 1 -C 4 alkyl, C 3 -C 5 alkenyl, C 3 -C 5 alkynyl, C 1 -C 4 alkoxy, CH 3 S, CF 3 , CN, NH 2 , OCF 2 H, OCF 3 or OCF 2 Cl; Z is hyrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, or CF 3 ; U is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy or halogen; A is C 2 -C 4 alkylene, straight chain or branched; comprising reacting a compound of formula: ##STR16## wherein Y, Z, U and A are as defined above with an equimolar amount of m-dinitrobenzene in the presence of an equimolar amount of an alkali metal hydroxide or an alkali metal alkoxide and in the presence of a polar solvent of hexamethylphosphoramide, dimethylformamide, dimethyl sulfoxide, acetonitrile or mixtures thereof in the temperature range of from 20° C. to 80° C.
Claim 3
Dependent Claim
45 words
A method according to claim 1, wherein Y is hydrogen, Cl, F, CH 3 or CH 3 O; Z and U are both hydrogen; the alkali metal alkoxide is potassium t-butoxide; the solvent is hexamethylphosphoramide, and the temperature range is 20° C. to 30° C.
Claim 4
Dependent Claim
11 words
The method according to claim 1, wherein the compound is 3-(phenylethloxy)nitrobenzene.
Claim 5
Dependent Claim
11 words
A method according to claim 1, wherein the compound is 3-(4-methylphenylethyloxy)nitrobenzene.
Claim 6
Dependent Claim
11 words
A method according to claim 1, wherein the compound is 3-(4-methoxyphenylethyloxy)nitrobenzene.
Claim 7
Dependent Claim
11 words
A method according to claim 1, wherein the compound is 3-(4,α-dimethylphenylethyloxy)nitrobenzene.
Claim 8
Dependent Claim
11 words
A method according to claim 1, wherein the compound is 3-(4,β-dimethylphenylethyloxy)nitrobenzene.
Claim 9
Dependent Claim
11 words
A method according to claim 1, wherein the compound is 3-(4-methoxy-α-methylphenylethyloxy)nitrobenzene.
Claim 10
Dependent Claim
11 words
A method according to claim 1, wherein the compound is 3-(4-methoxy-p-methylphenylethyloxy)nitrobenzene.
References Cited (Backward Citations)
US2159025A
Cited
US2213215A
Cited
US2243479A
Cited
US3207786A
Cited
US3387041A
Cited
US4168388A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-08-23 | 1986-02-22 | 1986-08-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-08-23 | 1990-02-22 | 1990-08-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-08-23 | 1994-02-22 | 1994-08-24 | $7700.00 | Window Closed / Lapsed |