RO92378B - Procedeu pentru prepararea unor derivati ai 1,2,4-tiadiazolului - Google Patents
Procedeu pentru prepararea unor derivati ai 1,2,4-tiadiazoluluiInfo
- Publication number
- RO92378B RO92378B RO119781A RO11978185A RO92378B RO 92378 B RO92378 B RO 92378B RO 119781 A RO119781 A RO 119781A RO 11978185 A RO11978185 A RO 11978185A RO 92378 B RO92378 B RO 92378B
- Authority
- RO
- Romania
- Prior art keywords
- general formula
- dichloromethane
- chloroform
- carbon atoms
- see formula
- Prior art date
Links
- YGTAZGSLCXNBQL-UHFFFAOYSA-N 1,2,4-thiadiazole Chemical class C=1N=CSN=1 YGTAZGSLCXNBQL-UHFFFAOYSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000001118 alkylidene group Chemical group 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- JFBJUMZWZDHTIF-UHFFFAOYSA-N chlorine chlorite Inorganic materials ClOCl=O JFBJUMZWZDHTIF-UHFFFAOYSA-N 0.000 abstract 1
- QRMKTNANRJCRCY-UHFFFAOYSA-N ethylammonium acetate Chemical compound CC[NH3+].CC([O-])=O QRMKTNANRJCRCY-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- 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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Inventia se refera la un procedeu pentru prepararea unor derivati ai 1,2,4-tiadiazolului, cu formula generala I: (vezi formula) si fiecare din r1, r2, r3, r4, r7, r8 si r9 reprezinta hidrogen, hidroxi sau un radical de alchil cu ...12 atomi de carbon, care poate fi substituit cu halogen, un radical alcoxi sau alchiltio cu 1...8 atomi de carbon sau pot forma împreuna grupe alchiliden; R reprezinta diferite semnificatii. Procedeul consta în tratarea unui compus cu formula generala II: (vezi formula) cu un compus cu formula generala III: (vezi formula) reactia avand în loc în diclormetan, cloroform, eter etilic sau acetat de etil la temperatura de -20...0 degree C, urmata de oxidare cu brom, clor sau hipoclorit de sodiu în mediu de diclormetan, cloroform, N,N-dimetilformamida sau acetat de etilamina, piridina, dimetilamina, hidroxid sau carbonat de sodiu, la temperaturi cuprinse între -20 si 0 degree C.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59164855A JPS6143192A (ja) | 1984-08-08 | 1984-08-08 | チアジアゾ−ル誘導体、その製造方法及び除草剤 |
| JP60001446A JPS61161288A (ja) | 1985-01-10 | 1985-01-10 | チアジアゾ−ル誘導体、その製造方法及び選択的除草剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RO92378A RO92378A (ro) | 1987-11-30 |
| RO92378B true RO92378B (ro) | 1987-12-01 |
Family
ID=26334658
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO127334A RO96413B (ro) | 1984-08-08 | 1985-08-06 | Procedeu pentru prepararea unor derivati de tiadiazol |
| RO119781A RO92378B (ro) | 1984-08-08 | 1985-08-06 | Procedeu pentru prepararea unor derivati ai 1,2,4-tiadiazolului |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO127334A RO96413B (ro) | 1984-08-08 | 1985-08-06 | Procedeu pentru prepararea unor derivati de tiadiazol |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4812161A (ro) |
| KR (1) | KR870001694B1 (ro) |
| AR (1) | AR241115A1 (ro) |
| BR (1) | BR8503732A (ro) |
| CA (1) | CA1253504A (ro) |
| CH (1) | CH666691A5 (ro) |
| DE (1) | DE3528583A1 (ro) |
| ES (3) | ES8703438A1 (ro) |
| FR (1) | FR2568881B1 (ro) |
| GB (1) | GB2163427B (ro) |
| IT (1) | IT1184690B (ro) |
| RO (2) | RO96413B (ro) |
| SU (2) | SU1706370A3 (ro) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3606168A1 (de) * | 1986-02-26 | 1987-08-27 | Basf Ag | Zimtsaeurepropargylester, verfahren zu ihrer herstellung und ihre verwendung zur schaedlingsbekaempfung |
| US4906281A (en) * | 1988-07-01 | 1990-03-06 | Fmc Corporation | Herbicidal 9-arylimino-8-thia-1,6-diazabicyclo [4.3.0]nonane-7-ones (and thiones) |
| DE4002366A1 (de) * | 1990-01-25 | 1991-08-01 | Schering Ag | Verfahren und zwischenprodukte zur herstellung von anellierten iminothiazolen |
| US5229514A (en) * | 1990-03-22 | 1993-07-20 | Ciba-Geigy Corporation | Intermediates to 8-thia-1,6-diazabicyclo[4.3.0]nonane herbicides |
| EP0457714A1 (de) * | 1990-03-22 | 1991-11-21 | Ciba-Geigy Ag | Thiadiazabicyclononanderivate, Verfahren zu ihrer Herstellung, Zwischenprodukte und ihre Verwendung als Herbizide |
| DE4131579A1 (de) * | 1991-09-23 | 1993-03-25 | Boehringer Mannheim Gmbh | Thiadiazolo(4,3-a)pyridinderivate, verfahren zu ihrer herstellung und diese enthaltenden arzneimittel |
| DE4132089A1 (de) * | 1991-09-23 | 1993-03-25 | Schering Ag | Herbizide mittel mit synergistischer wirkung |
| DE4232418A1 (de) * | 1992-09-28 | 1994-03-31 | Bayer Ag | Verwendung von substituierten 1,2,4-Oxadiazolderivaten zur Bekämpfung von Endoparasiten, neue substituierte 1,2,4-Oxadiazolderivate und Verfahren zu ihrer Herstellung |
| KR100342275B1 (ko) * | 1993-10-21 | 2002-12-05 | 지.디. 썰 엘엘씨 | 산화질소신타제저해제로서유용한아미디노유도체 |
| US5498725A (en) * | 1993-12-15 | 1996-03-12 | Sumitomo Chemical Company, Limited | Process for preparing 5-aminodihydropyrrole intermediate thereof and process for preparing said intermediate |
| US5629322A (en) * | 1994-11-15 | 1997-05-13 | Merck & Co., Inc. | Cyclic amidine analogs as inhibitors of nitric oxide synthase |
| ES2158441T3 (es) * | 1996-03-21 | 2001-09-01 | Isagro Ricerca Srl | Arilheterociclos con actividad herbicida. |
| US6552052B2 (en) * | 1998-06-10 | 2003-04-22 | Monsanto/G.D. Searle | Pyrrolo[2,1-c][1,2,4] thiadiazoles and Pyrollo[2,1-c][1,12,4]oxadiazoles useful as nitric oxide synthase inhibitors |
| IL139899A (en) * | 1999-12-07 | 2005-06-19 | Sumitomo Chemical Co | Uracil compounds and use thereof |
| CA2394422A1 (en) * | 1999-12-16 | 2001-06-21 | Basf Aktiengesellschaft | Phenoxy and thiophenoxy acrylic acid compounds as herbicides |
| WO2017062729A1 (en) * | 2015-10-08 | 2017-04-13 | E. I. Du Pont De Nemours And Company | Heterocycle-substituted bicyclic azole pesticides |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL35743A (en) * | 1970-11-27 | 1974-10-22 | Peretz B | 3-isopropyl-5-amino-1,2,4-thiadiazole compounds |
| US3726891A (en) * | 1970-12-02 | 1973-04-10 | Shell Oil Co | Fused 1,2,4-thiadiazolines |
-
1985
- 1985-07-29 US US06/760,158 patent/US4812161A/en not_active Expired - Fee Related
- 1985-08-02 CA CA000488019A patent/CA1253504A/en not_active Expired
- 1985-08-06 RO RO127334A patent/RO96413B/ro unknown
- 1985-08-06 RO RO119781A patent/RO92378B/ro unknown
- 1985-08-07 KR KR1019850005706A patent/KR870001694B1/ko not_active Expired
- 1985-08-07 FR FR8512111A patent/FR2568881B1/fr not_active Expired
- 1985-08-07 SU SU853939370A patent/SU1706370A3/ru active
- 1985-08-07 BR BR8503732A patent/BR8503732A/pt not_active IP Right Cessation
- 1985-08-08 IT IT48457/85A patent/IT1184690B/it active
- 1985-08-08 CH CH3409/85A patent/CH666691A5/de not_active IP Right Cessation
- 1985-08-08 DE DE19853528583 patent/DE3528583A1/de active Granted
- 1985-08-08 AR AR301229A patent/AR241115A1/es active
- 1985-08-08 GB GB08519896A patent/GB2163427B/en not_active Expired
- 1985-08-08 ES ES546006A patent/ES8703438A1/es not_active Expired
-
1986
- 1986-01-27 SU SU864013917A patent/SU1746884A3/ru active
- 1986-03-12 ES ES552944A patent/ES8800242A1/es not_active Expired
- 1986-03-12 ES ES552943A patent/ES8800232A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AR241115A1 (es) | 1991-11-15 |
| DE3528583C2 (ro) | 1989-10-12 |
| GB2163427B (en) | 1987-11-25 |
| FR2568881B1 (fr) | 1988-12-30 |
| FR2568881A1 (fr) | 1986-02-14 |
| RO96413B (ro) | 1989-03-31 |
| BR8503732A (pt) | 1986-05-13 |
| KR860001819A (ko) | 1986-03-22 |
| GB2163427A (en) | 1986-02-26 |
| GB8519896D0 (en) | 1985-09-18 |
| RO96413A (ro) | 1989-03-30 |
| ES552944A0 (es) | 1987-10-16 |
| IT1184690B (it) | 1987-10-28 |
| DE3528583A1 (de) | 1986-02-13 |
| ES552943A0 (es) | 1987-10-16 |
| ES8703438A1 (es) | 1987-02-16 |
| ES546006A0 (es) | 1987-02-16 |
| IT8548457A0 (it) | 1985-08-08 |
| SU1746884A3 (ru) | 1992-07-07 |
| KR870001694B1 (ko) | 1987-09-24 |
| ES8800232A1 (es) | 1987-10-16 |
| SU1706370A3 (ru) | 1992-01-15 |
| RO92378A (ro) | 1987-11-30 |
| CH666691A5 (de) | 1988-08-15 |
| AR241115A2 (es) | 1991-11-15 |
| CA1253504A (en) | 1989-05-02 |
| ES8800242A1 (es) | 1987-10-16 |
| US4812161A (en) | 1989-03-14 |
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