CS231991B2 - Herbceous agent and manufacturing process of active substances - Google Patents
Herbceous agent and manufacturing process of active substances Download PDFInfo
- Publication number
- CS231991B2 CS231991B2 CS821170A CS117082A CS231991B2 CS 231991 B2 CS231991 B2 CS 231991B2 CS 821170 A CS821170 A CS 821170A CS 117082 A CS117082 A CS 117082A CS 231991 B2 CS231991 B2 CS 231991B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- formula
- weeds
- compound
- compounds
- isocyanate
- Prior art date
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- 239000013543 active substance Substances 0.000 title description 7
- 238000004519 manufacturing process Methods 0.000 title description 3
- 239000003795 chemical substances by application Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 50
- 239000000203 mixture Substances 0.000 claims description 21
- 230000002363 herbicidal effect Effects 0.000 claims description 18
- -1 α-naphthyl group Chemical group 0.000 claims description 17
- 238000002360 preparation method Methods 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 10
- 239000004480 active ingredient Substances 0.000 claims description 8
- 239000012948 isocyanate Substances 0.000 claims description 6
- 150000002513 isocyanates Chemical class 0.000 claims description 6
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- SMPFVGOGVVEABT-XWHIBYANSA-N 3-[[(4r,5r,6r)-4-benzyl-5-hydroxy-3-[[3-[(z)-n'-hydroxycarbamimidoyl]phenyl]methyl]-2-oxo-6-(2-phenylethyl)-1,3-diazinan-1-yl]methyl]-n'-hydroxybenzenecarboximidamide Chemical class O\N=C(/N)C1=CC=CC(CN2C(N(CC=3C=C(C=CC=3)C(\N)=N\O)[C@H](CC=3C=CC=CC=3)[C@H](O)[C@H]2CCC=2C=CC=CC=2)=O)=C1 SMPFVGOGVVEABT-XWHIBYANSA-N 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
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- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
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- 241001408202 Sagittaria pygmaea Species 0.000 description 3
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
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- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- NQPJDJVGBDHCAD-UHFFFAOYSA-N 1,3-diazinan-2-one Chemical class OC1=NCCCN1 NQPJDJVGBDHCAD-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- SXJYSIBLFGQAND-UHFFFAOYSA-N 1-isocyanato-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=CC(N=C=O)=C1 SXJYSIBLFGQAND-UHFFFAOYSA-N 0.000 description 2
- YQLRKXVEALTVCZ-UHFFFAOYSA-N 2-isocyanato-1,3-dimethylbenzene Chemical compound CC1=CC=CC(C)=C1N=C=O YQLRKXVEALTVCZ-UHFFFAOYSA-N 0.000 description 2
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 2
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- 150000004996 alkyl benzenes Chemical class 0.000 description 2
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- 229940072049 amyl acetate Drugs 0.000 description 2
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- IVIHOASIIBQWPU-UHFFFAOYSA-N n-phenyl-n'-[3-(trifluoromethyl)phenyl]propane-1,3-diamine Chemical compound FC(F)(F)C1=CC=CC(NCCCNC=2C=CC=CC=2)=C1 IVIHOASIIBQWPU-UHFFFAOYSA-N 0.000 description 1
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
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- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical class OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
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- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
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- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
- C07D239/10—Oxygen or sulfur atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56023122A JPS57139069A (en) | 1981-02-20 | 1981-02-20 | Substituted tetrahydropyrimidinone derivative, its preparation and herbicide |
Publications (2)
Publication Number | Publication Date |
---|---|
CS117082A2 CS117082A2 (en) | 1984-01-16 |
CS231991B2 true CS231991B2 (en) | 1985-01-16 |
Family
ID=12101692
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CS821170A CS231991B2 (en) | 1981-02-20 | 1982-02-19 | Herbceous agent and manufacturing process of active substances |
Country Status (22)
Country | Link |
---|---|
US (1) | US4402731A (pt) |
EP (1) | EP0058868B1 (pt) |
JP (1) | JPS57139069A (pt) |
KR (1) | KR830009051A (pt) |
AR (1) | AR228768A1 (pt) |
AT (1) | ATE7027T1 (pt) |
AU (1) | AU548087B2 (pt) |
BR (1) | BR8200916A (pt) |
CA (1) | CA1166250A (pt) |
CS (1) | CS231991B2 (pt) |
DD (1) | DD202374A5 (pt) |
DE (1) | DE3260098D1 (pt) |
DK (1) | DK74182A (pt) |
ES (1) | ES8307003A1 (pt) |
GR (1) | GR75868B (pt) |
HU (1) | HU187447B (pt) |
IL (1) | IL65039A (pt) |
PH (1) | PH17047A (pt) |
PL (1) | PL235150A1 (pt) |
PT (1) | PT74412B (pt) |
TR (1) | TR20938A (pt) |
ZA (1) | ZA821101B (pt) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2975456A (en) * | 1956-08-03 | 1961-03-21 | Gen Electric | Vacuum cleaning nozzle attachment for high pile rugs |
JPS58140078A (ja) * | 1982-02-16 | 1983-08-19 | Nippon Tokushu Noyaku Seizo Kk | メチル置換テトラヒドロ−2−ピリミジノン誘導体、その製法、その中間体及び該中間体の製法、並びに除草剤 |
DE3709574A1 (de) * | 1987-03-24 | 1988-10-06 | Bayer Ag | Substituierte triazolinone |
DE19962923A1 (de) | 1999-12-24 | 2001-07-05 | Bayer Ag | Substituierte Benzoylcyclohexandione |
EP1542667B1 (en) * | 2002-07-24 | 2012-03-07 | PTC Therapeutics, Inc. | Ureido substituted benzoic acid compounds and their use for nonsense suppression and the treatment of disease |
WO2013176970A1 (en) * | 2012-05-22 | 2013-11-28 | Merck Sharp & Dohme Corp. | TrkA KINASE INHIBITORS, COMPOSITIONS AND METHODS THEREOF |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3551425A (en) * | 1967-07-01 | 1970-12-29 | Basf Ag | Production of 2-oxohexahydropyrimidines |
FR2194369B1 (pt) * | 1972-08-04 | 1980-04-25 | Roussel Uclaf | |
IT1026907B (it) * | 1974-12-10 | 1978-10-20 | Snam Progetti | Procedimento per la sintesi di uree |
-
1981
- 1981-02-20 JP JP56023122A patent/JPS57139069A/ja active Pending
-
1982
- 1982-01-20 US US06/340,949 patent/US4402731A/en not_active Expired - Fee Related
- 1982-02-03 PH PH26823A patent/PH17047A/en unknown
- 1982-02-04 AU AU80184/82A patent/AU548087B2/en not_active Expired - Fee Related
- 1982-02-09 EP EP82100905A patent/EP0058868B1/de not_active Expired
- 1982-02-09 DE DE8282100905T patent/DE3260098D1/de not_active Expired
- 1982-02-09 AT AT82100905T patent/ATE7027T1/de not_active IP Right Cessation
- 1982-02-10 PT PT74412A patent/PT74412B/pt unknown
- 1982-02-11 DD DD82237349A patent/DD202374A5/de unknown
- 1982-02-17 IL IL65039A patent/IL65039A/xx unknown
- 1982-02-18 GR GR67347A patent/GR75868B/el unknown
- 1982-02-18 TR TR20938A patent/TR20938A/xx unknown
- 1982-02-19 CA CA000396634A patent/CA1166250A/en not_active Expired
- 1982-02-19 ES ES509744A patent/ES8307003A1/es not_active Expired
- 1982-02-19 BR BR8200916A patent/BR8200916A/pt unknown
- 1982-02-19 ZA ZA821101A patent/ZA821101B/xx unknown
- 1982-02-19 AR AR288482A patent/AR228768A1/es active
- 1982-02-19 CS CS821170A patent/CS231991B2/cs unknown
- 1982-02-19 DK DK74182A patent/DK74182A/da unknown
- 1982-02-19 PL PL23515082A patent/PL235150A1/xx unknown
- 1982-02-19 HU HU82513A patent/HU187447B/hu unknown
- 1982-02-20 KR KR1019820000751A patent/KR830009051A/ko unknown
Also Published As
Publication number | Publication date |
---|---|
DE3260098D1 (en) | 1984-05-17 |
CS117082A2 (en) | 1984-01-16 |
PL235150A1 (en) | 1983-04-11 |
PT74412B (en) | 1983-07-08 |
HU187447B (en) | 1986-01-28 |
IL65039A0 (en) | 1982-04-30 |
BR8200916A (pt) | 1982-12-28 |
PH17047A (en) | 1984-05-17 |
AU548087B2 (en) | 1985-11-21 |
DD202374A5 (de) | 1983-09-14 |
ATE7027T1 (de) | 1984-04-15 |
CA1166250A (en) | 1984-04-24 |
EP0058868B1 (de) | 1984-04-11 |
GR75868B (pt) | 1984-08-02 |
JPS57139069A (en) | 1982-08-27 |
US4402731A (en) | 1983-09-06 |
IL65039A (en) | 1984-12-31 |
AU8018482A (en) | 1982-08-26 |
TR20938A (tr) | 1983-01-20 |
EP0058868A1 (de) | 1982-09-01 |
PT74412A (en) | 1982-03-01 |
ZA821101B (en) | 1983-01-26 |
KR830009051A (ko) | 1983-12-17 |
ES509744A0 (es) | 1983-06-16 |
AR228768A1 (es) | 1983-04-15 |
DK74182A (da) | 1982-08-21 |
ES8307003A1 (es) | 1983-06-16 |
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