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Thio pyridine N-oxides and regulation of the natural growth and development of plants therewith

Assignee: Uniroyal Chemical Co Inc
•
Filing: 1977-07-20
•
Granted: 1978-10-17
•
Expires: 1997-07-20
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Abstract

Abstract 2-Thio, 2-sulfinyl and 2-sulfonyl pyridine N-oxides of the formula ##STR1## are useful for regulating the natural growth or development of plants. E.g., the compound wherein n = 1, R 1 = methyl and R 2 = 2,3,4-trimethylphenyl retards cotton and increases root growth of turf.

Inventors

  • 👤 Howard L. Plant
  • 👤 John W. Zukel
  • 👤 Ronald B. Ames

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 23:46
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/89

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 230 words
A method of regulating the natural growth or development of plants which comprises applying to said plants an effective non-herbicidal plant-regulating amount of a 2-thiopyridine N-oxide compound of the formula ##STR6## wherein: R 1 is hydrogen, C 1 to C 15 alkyl, phenyl or benzyl; R 2 is hydrogen, C 1 to C 12 alkyl, C 1 to C 4 alkenyl, C 2 or C 3 alkoxycarbonyl, C 5 or C 6 alicyclic, phenyl provided R 1 is not phenyl, phenyl substituted with from 1 to 3 substituents which may be the same or different and are selected from the group consisting of C 1 to C 3 alkyl, halogen, cyano, nitro, C 1 or C 2 alkoxy, phenoxy, dioxymethylene and 2,2-dichlorocyclopropyl; and phenyl substituted with 4 to 5 substituents which may be the same or different and are selected from methyl and chlorine; 1-methyl-2,2-dichlorocyclopropyl, 2,2-dichlorocyclopropyl, naphthyl, 9-anthryl, 5-indanyl, 4-biphenylyl, 2-benzothiazolyl, 2-thienyl or benzyl; R 1 and R 2 may be joined together in the form of a polymethylene chain --(CH 2 ) m -- where m is 3, 4 or 5 to form a carbocyclic ring; and when R 1 is hydrogen or methyl R 2 can be the radical ##STR7## where y is 0, 1 or 2 and the X's are the same or different and are selected from C 1 to C 3 alkyl, halogen, and 2,2-dichlorocyclopropyl.
Claim 2
Independent Claim 230 words
A method of regulating the natural growth or development of plants which comprises applying to said plants an effective non-herbicidal plant-regulating amount of a 2-thiopyridine N-oxide compound of the formula ##STR6## wherein: R 1 is hydrogen, C 1 to C 15 alkyl, phenyl or benzyl; R 2 is hydrogen, C 1 to C 12 alkyl, C 1 to C 4 alkenyl, C 2 or C 3 alkoxycarbonyl, C 5 or C 6 alicyclic, phenyl provided R 1 is not phenyl, phenyl substituted with from 1 to 3 substituents which may be the same or different and are selected from the group consisting of C 1 to C 3 alkyl, halogen, cyano, nitro, C 1 or C 2 alkoxy, phenoxy, dioxymethylene and 2,2-dichlorocyclopropyl; and phenyl substituted with 4 to 5 substituents which may be the same or different and are selected from methyl and chlorine; 1-methyl-2,2-dichlorocyclopropyl, 2,2-dichlorocyclopropyl, naphthyl, 9-anthryl, 5-indanyl, 4-biphenylyl, 2-benzothiazolyl, 2-thienyl or benzyl; R 1 and R 2 may be joined together in the form of a polymethylene chain --(CH 2 ) m -- where m is 3, 4 or 5 to form a carbocyclic ring; and when R 1 is hydrogen or methyl R 2 can be the radical ##STR7## where y is 0, 1 or 2 and the X's are the same or different and are selected from C 1 to C 3 alkyl, halogen, and 2,2-dichlorocyclopropyl.
Claim 3
Dependent Claim 45 words
A method as in claim 1 in which R 1 is hydrogen, methyl or n-heptyl R 2 is phenyl or phenyl substituted with 1 to 3 substituents which may be the same or different and are selected from the group consisting of methyl and chlorine.
Claim 4
Dependent Claim 15 words
A method as in claim 2 in which the said compound is applied to turf.
Claim 5
Dependent Claim 15 words
A method as in claim 2 in which the said compound is applied to soybeans.
Claim 6
Dependent Claim 15 words
A method as in claim 2 in which the said compound is applied to cotton.
Claim 7
Dependent Claim 16 words
A method as in claim 2 in which the said compound is applied to sugar beets.
Claim 8
Dependent Claim 15 words
A method as in claim 2 in which the said compound is applied to peanuts.
Claim 9
Dependent Claim 32 words
A method as in claim 1 in which the said compound is applied to sugar beets, and the said compound is selected from the group consisting of 2-(1-[2,5-dimethylphenyl]octylthio)pyridine N-oxide and 2-(1-[2,5-dimethylphenyl]dodecylthio)pyridine N-oxide.
Claim 10
Dependent Claim 14 words
A method as in claim 8 in which the said compound is 2-(1-[2,5-dimethylphenyl]octylthio)pyridine N-oxide.
Claim 11
Dependent Claim 31 words
A method as in claim 1 in which the said compound is applied to soybeans, and the said compound is selected from the group consisting of 2-(phenylmethylthio)pyridine N-oxide and 2-(2,3,6-trichlorophenylmethylthio)pyridine N-oxide.
Claim 12
Dependent Claim 31 words
A method as in claim 1 in which the said compound is applied to cotton, and the said compound is selected from the group consisting of 2-(4-chlorophenylmethylthio)pyridine N-oxide and 2-(2,3,6-trichlorophenylmethylthio)pyridine N-oxide.
Claim 13
Dependent Claim 14 words
A method as in claim 1 in which the said compound is 2-(2,3,6-trichlorophenylmethylthio)pyridine N-oxide.
Claim 14
Dependent Claim 14 words
A method as in claim 1 in which the said compound is 2-(1-[2,5-dimethylphenyl]octylthio)pyridine N-oxide.

References Cited (Backward Citations)

US3960542A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-10-16 1982-04-17 1982-10-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-10-16 1986-04-17 1986-10-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-10-16 1990-04-17 1990-10-17 $7700.00 Window Closed / Lapsed

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