KR840003380A - 제초제로서의 활성이 있는 티아디아졸 유도체의 제조방법 및 그들을 포함하는 조성물 - Google Patents
제초제로서의 활성이 있는 티아디아졸 유도체의 제조방법 및 그들을 포함하는 조성물 Download PDFInfo
- Publication number
- KR840003380A KR840003380A KR1019830000417A KR830000417A KR840003380A KR 840003380 A KR840003380 A KR 840003380A KR 1019830000417 A KR1019830000417 A KR 1019830000417A KR 830000417 A KR830000417 A KR 830000417A KR 840003380 A KR840003380 A KR 840003380A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- compound
- formula
- carbon atoms
- phenyl
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims 4
- 239000004009 herbicide Substances 0.000 title claims 2
- 238000000034 method Methods 0.000 title claims 2
- 150000004867 thiadiazoles Chemical class 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims 14
- 125000004432 carbon atom Chemical group C* 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 3
- 125000003277 amino group Chemical group 0.000 claims 3
- 241000196324 Embryophyta Species 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- YKYIFUROKBDHCY-ONEGZZNKSA-N (e)-4-ethoxy-1,1,1-trifluorobut-3-en-2-one Chemical group CCO\C=C\C(=O)C(F)(F)F YKYIFUROKBDHCY-ONEGZZNKSA-N 0.000 claims 1
- ARVZJZHZCWHWFH-UHFFFAOYSA-N 1-amino-1-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-3-methylurea Chemical compound CNC(=O)N(N)C1=NN=C(C(C)(C)C)S1 ARVZJZHZCWHWFH-UHFFFAOYSA-N 0.000 claims 1
- GHAKARVSDOOSFU-UHFFFAOYSA-N 1-amino-3-methyl-1-(5-propan-2-ylsulfonyl-1,3,4-thiadiazol-2-yl)urea Chemical compound CNC(=O)N(N)C1=NN=C(S(=O)(=O)C(C)C)S1 GHAKARVSDOOSFU-UHFFFAOYSA-N 0.000 claims 1
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 1
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims 1
- -1 4-dimethylaminophenyl group Chemical group 0.000 claims 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000004423 acyloxy group Chemical group 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000003368 amide group Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 230000002363 herbicidal effect Effects 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 1
- 150000002429 hydrazines Chemical class 0.000 claims 1
- 150000007857 hydrazones Chemical class 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000002513 isocyanates Chemical class 0.000 claims 1
- 150000002540 isothiocyanates Chemical class 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 125000003884 phenylalkyl group Chemical group 0.000 claims 1
- 229910052717 sulfur Chemical group 0.000 claims 1
- 239000011593 sulfur Chemical group 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 238000009333 weeding Methods 0.000 claims 1
Classifications
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C07D285/135—Nitrogen atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (9)
- 다음 일반식(Ⅰ)의 티아디아졸 및 이들의 산 부가염의 1종 이상을 0.5-85중량%로 적절한 담체 및 (또는) 표면 활성제와의 조합으로 구성함을 특징으로 하는 조성물.상기 일반식(Ⅰ)에서, R1은, Ra,-Ｓ(O)nRa또는 -ＳO2NRaRb를 나타내는데, 여기서 Ra와 Rb는 서로 동일하거나 상이하며, 각각 수소, 탄소원자 3-7개로 구성된 시클로알킬기, 탄소원자 2-6개를 구성된 알켄일기 또는 알킨일기, 탄소원자 7-10개로 구성된 페닐기, 페닐알킬기이거나, 또는 탄소원자 1-10개로 구성된 알킬기, 1개 이상의 할로겐 원자로 임의로 치환된 페닐 또는 알킬기, 탄소원자 1-4로 구성된 시아노기, 알콕시기 또는 알킬티오기이거나, 또는 펜옥시기이거나, Ra와 Rb가 함께 탄소원자 2-6개의 알킬렌 쇄를 구성하며, n은 0,1 또는 2를 나타내며, X는 산소 또는 황을 나타내며, Z는 -NRcRd를 나타내며, Y는 -NReRf또는 -N=CReRf를 나타내는데, 여기서 Rc,Rc,Rd및 Rf는 동일하거나 상이하며, 각각은 Ra에 대해 정의한 바와 같은 기이거나, 혹은 카르복시기, 알콕시기, 알콕시카르보닐기, 아실기, 아실옥시기, 알킬술포닐기, 시아노기, 포르밀기, 아미도기 또는 헤테로사이클기, 탄소원자 1-4개의 알킬기임.
- 제1항에 있어서, 일반식(Ⅰ)의 화합물에서 Ra가 할로겐원자 1개 또는 그 이상으로 임의로 치환된 탄소원자 1-6개의 알킬기임을 특징으로 하는 조성물.
- 제1항 내지 2항에 있어서, 일반식(Ⅰ)의 화합물에서 R1이 Ra또는 -SO2Ra임을 특징으로 하는 조성물.
- 제1항 내지 3항에 있어서, 일반식(Ⅰ)의 화합물에서 Z가 메틸아미노기임을 특징으로 하는 화합물.
- 제1항 내지 4항에 있어서, 일반식(Ⅰ)의 화합물에서 Y가 아미노기 또는 -N=CHRe여기서, Re는 메틸기, 페닐기, 4-클로로페닐기, 4-메톡시페닐기, 4-에톡시페닐기, 4-시아노페닐기, 4-니트로페닐기, 4-디메틸아미노페닐기 또는 3,4-디클로로페닐기임을 특징으로 하는 조성물.
- 제2항 내지 5항 모두에 있어서, 일반식(Ⅰ)의 화합물에서 X가 산소임을 특징으로 하는 조성물.
- 제1항에 있어서, 일반식(Ⅰ)의 화합물이 4-메틸-2-(5-t-부틸-1,3,4-티아디아졸-2-일) 세미카바지드; 4-메틸-2-(5-이소프로필술포닐-1,3,4-티아디아졸-2-일) 세미카바지드, 또는 그들의 산부가염임을 특징으로 하는 조성물.
- 잡초가 만연된 지역 또는 잡초로 만연될 가능성이 있는 지역에 제1항에서 정의한 바와 같은 화합물의 1종 이상을 제초제로서의 유효량으로 사용하는 것을 특징으로 하는 제초방법.
- 다음 일반식(Ⅱ)의 히드라존과 일반식 RcNCX의 이소시안산염 또는 이소티오시안산염과, 또는 강염기 존재하에서 일반식 C6H5C(CN)=NOCXZ의 화합물과, 또는 일반식 ZCHHa1의 화합물과 반응시켜서(위 각 식에서, Rc, X 및 Z는 제1항에서 정의한 바와 같고 Hal은 할로겐임) Y가 -N=CReRf인 제1항에서 정의한 바와 같은 화합물을 얻은 다음, 소망에 따라 그 생성화합물을 산 또는 임의로 치환된 히드라진과 반응시켜 Y가 아미노기 또는 치환 아미노기인 대응하는 화합물을 생성시키는 것을 특징으로 하는 제1항에서 정의된 티아디아졸의 제조방법.상기 일반식에서, R1,Re및 Rf는 제1항에서 정의한 바와 같음.※참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3223 | 1982-02-04 | ||
| GB8203223 | 1982-02-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR840003380A true KR840003380A (ko) | 1984-09-08 |
Family
ID=10528108
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019830000417A KR840003380A (ko) | 1982-02-04 | 1983-02-03 | 제초제로서의 활성이 있는 티아디아졸 유도체의 제조방법 및 그들을 포함하는 조성물 |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4501605A (ko) |
| EP (1) | EP0088484A1 (ko) |
| JP (1) | JPS58140084A (ko) |
| KR (1) | KR840003380A (ko) |
| AU (1) | AU533703B2 (ko) |
| BR (1) | BR8300513A (ko) |
| CA (1) | CA1189513A (ko) |
| CS (1) | CS236871B2 (ko) |
| DD (1) | DD206730A5 (ko) |
| DK (1) | DK37483A (ko) |
| ES (1) | ES519489A0 (ko) |
| FI (1) | FI830336L (ko) |
| HU (1) | HU189221B (ko) |
| IL (1) | IL67827A0 (ko) |
| NO (1) | NO830367L (ko) |
| NZ (1) | NZ203188A (ko) |
| PL (1) | PL240436A1 (ko) |
| SU (1) | SU1189343A3 (ko) |
| TR (1) | TR21722A (ko) |
| ZA (1) | ZA83730B (ko) |
| ZW (1) | ZW2683A1 (ko) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1678206A3 (ru) * | 1985-12-16 | 1991-09-15 | Эли Лилли Энд Компани (Фирма) | Способ получени 1, 3, 4-тиадиазол-2-цианамида или его фармацевтически приемлемых солей |
| JP2690742B2 (ja) * | 1987-03-30 | 1997-12-17 | 第一製薬株式会社 | 複素環アミン誘導体 |
| TW280760B (ko) * | 1992-04-28 | 1996-07-11 | Du Pont | |
| US8314119B2 (en) | 2006-11-06 | 2012-11-20 | Abbvie Inc. | Azaadamantane derivatives and methods of use |
| RU2579121C2 (ru) | 2010-09-23 | 2016-03-27 | Эббви Бахамаз Лтд. | Моногидрат производного азаадамантана |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1195672A (en) * | 1968-02-01 | 1970-06-17 | Mobil Oil Corp | Novel Urea Derivatives and Herbicides containing the same |
| US3849567A (en) * | 1970-04-27 | 1974-11-19 | Mobil Oil Corp | Use of thiadiazole hydrazones as bactericides |
| US4239524A (en) * | 1979-03-05 | 1980-12-16 | Schering Aktiengesellschaft | Thiadiazolyl ureas with herbicidal effect |
-
1983
- 1983-01-11 EP EP83300125A patent/EP0088484A1/en not_active Ceased
- 1983-01-31 DK DK37483A patent/DK37483A/da not_active Application Discontinuation
- 1983-01-31 CS CS83591A patent/CS236871B2/cs unknown
- 1983-02-01 FI FI830336A patent/FI830336L/fi not_active Application Discontinuation
- 1983-02-01 AU AU10894/83A patent/AU533703B2/en not_active Ceased
- 1983-02-02 US US06/463,071 patent/US4501605A/en not_active Expired - Fee Related
- 1983-02-02 CA CA000420786A patent/CA1189513A/en not_active Expired
- 1983-02-02 ZW ZW26/83A patent/ZW2683A1/xx unknown
- 1983-02-02 BR BR8300513A patent/BR8300513A/pt unknown
- 1983-02-03 ES ES519489A patent/ES519489A0/es active Granted
- 1983-02-03 TR TR21722A patent/TR21722A/xx unknown
- 1983-02-03 KR KR1019830000417A patent/KR840003380A/ko not_active Application Discontinuation
- 1983-02-03 NO NO830367A patent/NO830367L/no unknown
- 1983-02-03 ZA ZA83730A patent/ZA83730B/xx unknown
- 1983-02-03 HU HU83370A patent/HU189221B/hu unknown
- 1983-02-03 JP JP58015558A patent/JPS58140084A/ja active Pending
- 1983-02-03 IL IL67827A patent/IL67827A0/xx unknown
- 1983-02-04 NZ NZ203188A patent/NZ203188A/en unknown
- 1983-02-04 SU SU833550247A patent/SU1189343A3/ru active
- 1983-02-04 DD DD83247732A patent/DD206730A5/de unknown
- 1983-02-04 PL PL24043683A patent/PL240436A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL240436A1 (en) | 1985-01-16 |
| AU533703B2 (en) | 1983-12-08 |
| US4501605A (en) | 1985-02-26 |
| FI830336A0 (fi) | 1983-02-01 |
| TR21722A (tr) | 1985-04-19 |
| ZW2683A1 (en) | 1983-08-24 |
| DK37483A (da) | 1983-08-05 |
| JPS58140084A (ja) | 1983-08-19 |
| DD206730A5 (de) | 1984-02-08 |
| ES8500251A1 (es) | 1984-10-01 |
| BR8300513A (pt) | 1983-11-08 |
| ES519489A0 (es) | 1984-10-01 |
| CS236871B2 (en) | 1985-05-15 |
| DK37483D0 (da) | 1983-01-31 |
| AU1089483A (en) | 1983-08-25 |
| FI830336L (fi) | 1983-08-05 |
| EP0088484A1 (en) | 1983-09-14 |
| HU189221B (en) | 1986-06-30 |
| NO830367L (no) | 1983-08-05 |
| CA1189513A (en) | 1985-06-25 |
| SU1189343A3 (ru) | 1985-10-30 |
| NZ203188A (en) | 1985-03-20 |
| IL67827A0 (en) | 1983-06-15 |
| ZA83730B (en) | 1983-11-30 |
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