Patent US293517A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4162154A Expired / Lapsed US ⏱️ 0.0 years remaining

Herbicidally-active sulphonates

Assignee: Bayer CropScience Ltd
•
Filing: 1978-02-03
•
Granted: 1979-07-24
•
Expires: 1998-02-03
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The invention provides herbicidally-active sulphonates of the formula <IMAGE> (I) wherein X represents a group -CHR3-OR4 and Y represents a group -OR5, or X and Y together represent a group -CHR3-O- or a group -CHR3-O-Z-O-, the free oxygen atom of which is attached to the benzene ring; R1, R2 and R3, which may be the same or different, each represent hydrogen or C 1 to 6 alkyl, or R1 and R2 together or R2 and R3 together form a C 3 to 6 alkylene chain; R4 and R5, which may be the same or different, each represent hydrogen, C 1 to 6 alkyl, C 2 to 6 alkenyl, C 2 to 6 alkynyl, phenyl, a group -O(=O)R10 or a group -SO2R11; R6, R7 and R8, which may be the same or different, each represent hydrogen, C 1 to 6 alkyl, halogen, cyano, C 2 to 6 carboxylic acyl, or C 1 to 4 alkoxy; R9 represents C 1 to 6 alkyl, phenyl or C 7 to 10 phenylalkyl (each of which may be unsubstituted or substituted by one or more chlorine or bromine atoms, C 1 to 4 alkyl groups, C 1 to 4 alkoxy groups or nitro groups), C 5 to 7 cycloalkyl, C 1 to 4 alkylamino, or dialkylamino wherein each alkyl moiety has from 1 to 4 carbon atoms; R10 represents C 1 to 6 alkyl or alkoxy, C 2 to 6 alkenyl or alkenyloxy, C 2 to 6 alkynyl or alkynyloxy, phenyl, phenoxy, phenylamino, C 1 to alkylamino alylamino or dialkylamino wherein each alkyl moiety has from 1 to 6 carbon atoms, each of the groups which R10 may represent being unsubstituted or substituted by one or more halogen atoms or C 1 to 4 alkoxy groups; R11 represents C 1 to 6 alkyl, phenyl, C 1 to 6 alkylamino or dialkylamino each of the alkyl moieties thereof having from 1 to 6 carbon atoms, each of the groups which R11 may represent being unsubstituted or substituted by one or more halogen atoms or C 1 to 4 alkoxy groups; Z represents a group of formula -S(=O)n, -CR12R13 or -P(=Q)(OR14)-;n represents 1 or 2; R12 and R13, which may be the same or different, each represent hydrogen, C 1 to 6 alkyl or alkoxy, C 2 to 6 alkenyl or alkynyl, phenyl, phenoxy, cyano or (C 1 to 6 alkoxy)carbonyl, or R12 and R13 together represent an oxygen atom, a sulphur atom, a C 3 to 6 alkylene chain or a C 1 to 6 alkylimino group or a phenylimino group; and R14 represents C 1 to 6 alkyl; and Q represents oxygen or sulphur, together with processes for their preparation and herbicidal compositions containing them.

Inventors

  • 👤 Peter S. Gates
  • 👤 Derek Baldwin

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 23:16
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07D307/78; C07D307/79; A; A01; A01N; A01N41/00; A01N41/02; A01N41/04; A01N41/06; A01N43/00; A01N43/02; A01N43/04; A01N43/06; A01N43/12; A01N43/24; A01N43/32; A01N43/72; A01N43/88; A01N57/00; A01N57/36; C07C; C07C309/00; C07C309/63; C07C309/64; C07C309/65; C07C309/66; C07D307/94; C07D321/00; C07D321/02; C07D321/10; C07D327/00; C07D327/10; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/6564; C07F9/6571; C07F9/6574; C07F9/65744

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 162 words
A sulphonate of the formula: ##STR11## wherein X and Y together represent a group --CHR 3 --O--, the free oxygen atom of which is attached to the benzene ring; R 1 , R 2 and R 3 , which may be the same or different, each represent hydrogen or C 1 to 6 alkyl; R 6 , R 7 and R 8 , which may be the same or different, each represent hydrogen, C 1 to 6 alkyl, halogen, cyano, C 2 to 6 carboxylic acyl, or C 1 to 4 alkoxy; and R 9 represents C 1 to 6 alkyl, phenyl or C 7 to 10 phenylalkyl (each of which may be unsubstituted or substituted by one or more chlorine or bromine atoms, C 1 to 4 alkyl groups, C 1 to 4 alkoxy groups or nitro groups), C 5 to 7 cycloalkyl, C 1 to 4 alkylamino, or dialkylamino wherein each alkyl moiety has from 1 to 4 carbon atoms.
Claim 2
Dependent Claim 162 words
A sulphonate of the formula: ##STR11## wherein X and Y together represent a group --CHR 3 --O--, the free oxygen atom of which is attached to the benzene ring; R 1 , R 2 and R 3 , which may be the same or different, each represent hydrogen or C 1 to 6 alkyl; R 6 , R 7 and R 8 , which may be the same or different, each represent hydrogen, C 1 to 6 alkyl, halogen, cyano, C 2 to 6 carboxylic acyl, or C 1 to 4 alkoxy; and R 9 represents C 1 to 6 alkyl, phenyl or C 7 to 10 phenylalkyl (each of which may be unsubstituted or substituted by one or more chlorine or bromine atoms, C 1 to 4 alkyl groups, C 1 to 4 alkoxy groups or nitro groups), C 5 to 7 cycloalkyl, C 1 to 4 alkylamino, or dialkylamino wherein each alkyl moiety has from 1 to 4 carbon atoms.
Claim 3
Dependent Claim 13 words
A compound according to claim 1 wherein R 1 represents methyl or ethyl.
Claim 4
Dependent Claim 13 words
A compound according to claim 1 wherein R 2 represents methyl or ethyl.
Claim 5
Dependent Claim 21 words
A compound according to claim 1 wherein R 3 , R 6 , R 7 and R 8 each represent hydrogen.
Claim 6
Dependent Claim 61 words
A compound according to claim 1 wherein R 9 represents methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or s-butyl (each of which is unsubstituted or substituted by a chlorine or bromine atom), phenyl or benzyl (each of which is unsubstituted or substituted by one or more chlorine or bromine atoms or methyl, methoxy or nitro groups), cyclopentyl, cyclohexyl, methylamino, ethylamino or dimethylamino.
Claim 7
Dependent Claim 49 words
A compound according to claim 1 wherein R 1 represents methyl or ethyl, R 3 , R 6 , R 7 and R 8 each represent hydrogen, and R 9 represents methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl, chloromethyl, 3-chloropropyl, phenyl, benzyl, p-tolyl, cyclopentyl, cyclohexyl, methylamino, ethylamino or dimethylamino.
Claim 8
Dependent Claim 35 words
A compound according to claim 1 which is: 2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate; 2,3-dihydro-3,3-dimethylbenzofuran-5-yl ethanesulphonate; 2,3-dihydro-3,3-dimethylbenzofuran-5-yl 1-propanesulphonate; 2,3-dihydro-3,3-dimethylbenzofuran-5-yl 1-butanesulphonate; 2,3-dihydro-3,3-dimethylbenzofuran-5-yl 2-propanesulphonate; 2,3-dihydro-3,3-dimethylbenzofuran-5-yl 2-butanesulphonate; 2,3-dihydro-3,3-dimethylbenzofuran-5-yl 2-methyl-1-propanesulphonate; 2,3-dihydro-3,3-dimethylbenzofuran-5-yl chloromethanesulphonate; 2,3-dihydro-3,3-dimethylbenzofuran-5-yl 3-chloro-1-propanesulphonate; 2,3-dihydro-3,3-dimethylbenzofuran-5-yl cyclohexanesulphonate; 2,3-dihydro-3,3-dimethylbenzofuran-5-yl p-toluenesulphonate; 2,3-dihydro-3,3-dimethylbenzofuran-5-yl 2-toluenesulphonate; or 2,3-dihydro-3,3-dimethylbenzofuran-5-yl methylsulphamate.
Claim 9
Dependent Claim 32 words
A method of combating weeds at a locus infested or liable to infestation therewith, which comprises applying to said locus an effective amount of one or more compounds according to claim 1.
Claim 10
Dependent Claim 30 words
A herbicidal composition which comprises from 0.5 to 85% by weight of one or more compounds according to claim 1 in association with a suitable carrier and/or surface active agent.

References Cited (Backward Citations)

US2318895A Cited
US4051154A Cited
US3946048A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-07-23 1983-01-22 1983-07-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-07-23 1987-01-22 1987-07-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-07-23 1991-01-22 1991-07-24 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag