US4072688A
Expired / Lapsed
US
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Haloacyl and thiohaloacyl aryl-substituted oxazolidines and thiazolidines-herbicidal antidotes
Assignee: Zeneca Inc
•
Filing: 1975-11-03
•
Granted: 1978-02-07
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Expires: 1995-11-03
Abstract
Abstract Haloacyl and thiohaloacyl aryl-substituted oxazolidines and thiazolidines useful as active antidotes against crop injury when used with various herbicides; herbicidal compositions and utility of various herbicides and aryl substituted oxazolidines and thiazolidines having the formula <IMAGE> wherein X and Y are independently oxygen or sulfur; R is haloalkyl or chloroalkenyl; R1 is hydrogen, lower alkyl, phenyl, naphthyl, substituted phenyl wherein said substituents are monofluoro, mono- or di- chloro, nitro, methyl, methoxy, or hydroxyl; R2 is hydrogen or lower alkyl; R3 is hydrogen, lower alkyl, hydroxymethyl, N-methyl carbamoyloxymethyl or dichloroacetoxymethyl; R4 is hydrogen or lower alkyl; R5 is hydrogen, lower alkyl or phenyl; and R6 is hydrogen; provided that at least one of R1 or R5 is phenyl, substituted phenyl or naphthyl.
Inventors
- 👤 Eugene G. Teach
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 12:48
CPC Classifications
C; C07; C07D; C07D263/00; C07D263/02; C07D263/04; C07D277/00; C07D277/02; C07D277/04
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
104 words
A compound according to the formula ##STR11## in which R is haloalkyl containing from 1 to 6 carbon atoms, inclusive, and the term halo includes chloro and bromo as mono, di, tri and tetra substitutions and chloroalkenyl containing 2 to 4 carbon atoms and the chloro substituents are present as mono, di, tri or tetra substitutions; in which X and Y are independently oxygen or sulfur; R 1 is hydrogen, lower alkyl or phenyl; R 2 is hydrogen or lower alkyl; R 3 is hydrogen or lower alkyl; R 4 is hydrogen or lower alkyl; R 5 is phenyl and R 6 is hydrogen.
Claim 2
Dependent Claim
104 words
A compound according to the formula ##STR11## in which R is haloalkyl containing from 1 to 6 carbon atoms, inclusive, and the term halo includes chloro and bromo as mono, di, tri and tetra substitutions and chloroalkenyl containing 2 to 4 carbon atoms and the chloro substituents are present as mono, di, tri or tetra substitutions; in which X and Y are independently oxygen or sulfur; R 1 is hydrogen, lower alkyl or phenyl; R 2 is hydrogen or lower alkyl; R 3 is hydrogen or lower alkyl; R 4 is hydrogen or lower alkyl; R 5 is phenyl and R 6 is hydrogen.
Claim 3
Dependent Claim
34 words
A compound according to claim 1 in which X is oxygen, Y is oxygen, R is haloalkyl, R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen and R 4 is hydrogen.
Claim 4
Dependent Claim
11 words
A compound according to claim 2 in which R is chloroalkyl.
Claim 5
Dependent Claim
11 words
A compound according to claim 2 in which R is dichloromethyl.
Claim 6
Dependent Claim
11 words
A compound according to claim 2 in which R is trichloromethyl.
Claim 7
Dependent Claim
11 words
A compound according to claim 2 in which R is 1,2-dibromoethyl.
Claim 8
Dependent Claim
11 words
A compound according to claim 2 in which R is 1,1-dichloroethyl.
Claim 9
Dependent Claim
11 words
A compound according to claim 2 in which R is 2-bromoethyl.
Claim 10
Dependent Claim
33 words
A compound according to claim 1 in which X is oxygen, Y is oxygen, R is haloalkyl, R 1 is lower alkyl, R 2 , R 3 and R 4 are each hydrogen.
Claim 11
Dependent Claim
16 words
A compound according to claim 9 in which R is dichloromethyl and R 1 is ethyl.
Claim 12
Dependent Claim
16 words
A compound according to claim 9 in which R is trichloromethyl and R 1 is ethyl.
Claim 13
Dependent Claim
35 words
A compound according to claim 1 in which X is oxygen, Y is oxygen, R is haloalkyl, R 1 is lower alkyl, R 2 is lower alkyl, R 3 and R 4 are each hydrogen.
Claim 14
Dependent Claim
20 words
A compound according to claim 12 in which R is dichloromethyl, R 1 is methyl and R 2 is methyl.
Claim 15
Dependent Claim
20 words
A compound according to claim 12 in which R is monochloromethyl, R 1 is methyl and R 2 is methyl.
Claim 16
Dependent Claim
37 words
A compound according to claim 1 in which X is oxygen, Y is oxygen, R is haloalkyl, R 1 is lower alkyl, R 2 is lower alkyl, R 3 is lower alkyl and R 4 is hydrogen.
Claim 17
Dependent Claim
23 words
A compound according to claim 15 in which R is monochloromethyl and R 1 , R 2 and R 3 are each methyl.
Claim 18
Dependent Claim
23 words
A compound according to claim 15 in which R is dichloromethyl and R 1 , R 2 and R 3 are each methyl.
Claim 19
Dependent Claim
23 words
A compound according to claim 15 in which R is trichloromethyl and R 1 , R 2 and R 3 are each methyl.
Claim 20
Dependent Claim
23 words
A compound according to claim 15 in which R is 2-bromoethyl and R 1 , R 2 and R 3 are each methyl.
Claim 21
Dependent Claim
23 words
A compound according to claim 15 in which R is 1,2-dibromoethyl and R 1 , R 2 and R 3 are each methyl.
Claim 22
Dependent Claim
32 words
A compound according to claim 1 in which X is sulfur, Y is oxgyen, R is haloalkyl, R 1 is phenyl, R 2 , R 3 and R 4 are each hydrogen.
Claim 23
Dependent Claim
11 words
A compound according to claim 21 in which R is dichloromethyl.
Claim 24
Dependent Claim
11 words
A compound according to claim 21 in which R is 1,2-dibromoethyl.
Claim 25
Dependent Claim
11 words
A compound according to claim 21 in which R is mono-chloroethyl.
Claim 26
Dependent Claim
35 words
A compound according to claim 1 in which X is oxygen, Y is sulfur, R is haloalkyl, R 1 is lower alkyl, R 2 is lower alkyl, R 3 and R 4 are each hydrogen.
Claim 27
Dependent Claim
35 words
A compound according to claim 1 in which X is sulfur, Y is sulfur, R is haloalkyl, R 1 is lower alkyl, R 2 is lower alkyl, R 3 and R 4 are each hydrogen.
Claim 28
Dependent Claim
34 words
A compound according to claim 1 in which X is oxygen, Y is sulfur, R is haloalkyl, R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen and R 4 is hydrogen.
Claim 29
Dependent Claim
34 words
A compound according to claim 1 in which X is sulfur, Y is sulfur, R is haloalkyl, R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen and R 4 is hydrogen.
Claim 30
Dependent Claim
33 words
A compound according to claim 1 in which X is oxygen, Y is sulfur, R is haloalkyl, R 1 is lower alkyl, R 2 , R 3 and R 4 are each hydrogen.
Claim 31
Dependent Claim
33 words
A compound according to claim 1 in which X is sulfur, Y is sulfur, R is haloalkyl, R 1 is lower alkyl, R 2 , R 3 and R 4 are each hydrogen.
Claim 32
Dependent Claim
37 words
A compound according to claim 1 in whixh X is oxygen, Y is sulfur, R is haloalkyl, R 1 is lower alkyl, R 2 is lower alkyl, R 3 is lower alkyl and R 4 is hydrogen.
Claim 33
Dependent Claim
37 words
A compound according to claim 1 in which X is sulfur, Y is sulfur, R is haloalkyl, R 1 is lower alkyl, R 2 is lower alkyl, R 3 is lower alkyl and R 4 is hydrogen.
References Cited (Backward Citations)
US3707541A
Cited
US3825555A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-02-06 | 1981-08-08 | 1982-02-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-02-06 | 1985-08-08 | 1986-02-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-02-06 | 1989-08-08 | 1990-02-07 | $7700.00 | Window Closed / Lapsed |