SU508198A3 - Способ получени производных 1,2,4-триазола - Google Patents
Способ получени производных 1,2,4-триазолаInfo
- Publication number
- SU508198A3 SU508198A3 SU1955898A SU1955898A SU508198A3 SU 508198 A3 SU508198 A3 SU 508198A3 SU 1955898 A SU1955898 A SU 1955898A SU 1955898 A SU1955898 A SU 1955898A SU 508198 A3 SU508198 A3 SU 508198A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- yield
- methyl
- triazole
- carbon atoms
- general formula
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical class C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 title description 2
- -1 methylenedioxy Chemical group 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- CWGBFIRHYJNILV-UHFFFAOYSA-N (1,4-diphenyl-1,2,4-triazol-4-ium-3-yl)-phenylazanide Chemical group C=1C=CC=CC=1[N-]C1=NN(C=2C=CC=CC=2)C=[N+]1C1=CC=CC=C1 CWGBFIRHYJNILV-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000010511 deprotection reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 235000017807 phytochemicals Nutrition 0.000 description 1
- 229930000223 plant secondary metabolite Natural products 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/38—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to carbon atoms of six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT4296471 | 1971-07-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU508198A3 true SU508198A3 (ru) | 1976-03-25 |
Family
ID=11254762
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1955898A SU508198A3 (ru) | 1971-07-22 | 1971-09-17 | Способ получени производных 1,2,4-триазола |
| SU1808600A SU518132A3 (ru) | 1971-07-22 | 1972-07-20 | Способ получени производных 1,2,4-триазола |
| SU1959290A SU508197A3 (ru) | 1971-07-22 | 1973-09-28 | Способ получени производных 1,2,4-триазола |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1808600A SU518132A3 (ru) | 1971-07-22 | 1972-07-20 | Способ получени производных 1,2,4-триазола |
| SU1959290A SU508197A3 (ru) | 1971-07-22 | 1973-09-28 | Способ получени производных 1,2,4-триазола |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US4119635A (enExample) |
| JP (1) | JPS5336471B1 (enExample) |
| AR (4) | AR195492A1 (enExample) |
| AT (2) | AT317210B (enExample) |
| AU (1) | AU461487B2 (enExample) |
| BE (1) | BE786562A (enExample) |
| CA (1) | CA1015361A (enExample) |
| CH (3) | CH558372A (enExample) |
| DD (1) | DD101574A5 (enExample) |
| DE (2) | DE2265212C3 (enExample) |
| ES (4) | ES405079A1 (enExample) |
| FR (1) | FR2146482B1 (enExample) |
| GB (1) | GB1351430A (enExample) |
| HU (4) | HU164929B (enExample) |
| IE (1) | IE37665B1 (enExample) |
| IL (1) | IL39642A0 (enExample) |
| LU (1) | LU65753A1 (enExample) |
| NL (1) | NL150680B (enExample) |
| NO (1) | NO136793C (enExample) |
| PL (1) | PL88991B1 (enExample) |
| RO (1) | RO62784A (enExample) |
| SE (2) | SE392901B (enExample) |
| SU (3) | SU508198A3 (enExample) |
| ZA (1) | ZA723888B (enExample) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1579352A (en) * | 1977-05-06 | 1980-11-19 | Lepetit Spa | 3,5-disubstituted-1h-1,2,4-triazoles |
| US4169148A (en) | 1978-09-01 | 1979-09-25 | E. R. Squibb & Sons, Inc. | Method of treating inflammatory and psychotic conditions with 1,2,4 triazole derivatives and compositions containing same |
| FI64151C (fi) * | 1978-10-30 | 1983-10-10 | Lepetit Spa | Nya vid foedelsekontroll av daeggdjur anvaendbara 1h-1,2,4-triatzolderivat |
| ATE383T1 (de) * | 1978-10-30 | 1981-11-15 | Gruppo Lepetit S.P.A. | Neue 1,2,4-triazol-derivate ein verfahren zu ihrer herstellung und sie enthaltende pharmazeutische zusammensetzungen. |
| US4379155A (en) * | 1979-06-11 | 1983-04-05 | Gruppo Lepetit S.P.A. | 3,5-Disubstituted-1H-1,2,4-triazole derivatives |
| US4370336A (en) * | 1979-06-11 | 1983-01-25 | Gruppo Lepetit S.P.A. | 3,5-Disubstituted-1H-1,2,4-triazole derivatives as antifertility agents |
| US4370337A (en) * | 1979-10-23 | 1983-01-25 | Gruppo Lepetit S.P.A. | 1,2,4-Triazole derivatives as antifertility agents and pharmaceutical compositions containing them |
| DE3173083D1 (en) * | 1980-03-22 | 1986-01-16 | Fbc Ltd | Pesticidal heterocyclic compounds, processes for preparing them, compositions containing them, and their use |
| FR2488891A1 (fr) * | 1980-08-22 | 1982-02-26 | Roussel Uclaf | Nouveaux derives du 4h-1,2,4-triazole, leur procede de preparation et leur application comme medicament |
| US4332812A (en) | 1980-10-06 | 1982-06-01 | E. R. Squibb & Sons, Inc. | Antiinflammatory carbinolamine esters of 1,2,4-triazoles |
| JPS5978365A (ja) * | 1982-10-28 | 1984-05-07 | Ricoh Co Ltd | 電気的潜像現像用トナ− |
| US4621046A (en) * | 1983-03-18 | 1986-11-04 | Fuji Photo Film Co., Ltd. | Pyrazolo(1,5-B)-1,2,4-triazole derivatives |
| AR241530A1 (es) * | 1984-12-21 | 1992-08-31 | Ciba Geigy A G Cesionaria De F | 1,2,4-triazoles, composicion para el control de pestes y procedimiento para la preparacion de 1,2,4-triazoles. |
| ES2095657T3 (es) * | 1992-07-24 | 1997-02-16 | Kumiai Chemical Industry Co | Derivado de triazol, procedimiento de obtencion del mismo, un agente de control de plagas y metodo de control de plagas. |
| AU2630495A (en) * | 1994-06-09 | 1996-01-04 | Nippon Soda Co., Ltd. | Triazole compound, production process, and pest control agent |
| US5922751A (en) * | 1994-06-24 | 1999-07-13 | Euro-Celtique, S.A. | Aryl pyrazole compound for inhibiting phosphodiesterase IV and methods of using same |
| IT1292091B1 (it) * | 1997-06-05 | 1999-01-25 | Geange Ltd | Derivati eterociclici aromatici azotati,procedimento per la loro preparazione e loro impiego come antigestativi,immunosoppressori e |
| DK1123291T3 (da) | 1998-10-23 | 2007-11-05 | Dow Agrosciences Llc | Fremgangsmåde til fremstilling af 3-(substitueret phenyl)-5-thienyl (eller furyl)-1,2,4-triazoler og hidtil ukendte mellemprodukter anvendt derved |
| MY151199A (en) | 2001-11-02 | 2014-04-30 | Rigel Pharmaceuticals Inc | Substituted diphenyl heterocycles useful for treating hcv infection |
| BR0313755A (pt) | 2002-08-23 | 2005-06-21 | Rigel Pharmaceuticals Inc | Composto, métodos para inibir a replicação ou proliferação de um vìrion da hepatite c e para tratar ou prevenir uma infecção por hcv, e, composição |
| US7115642B2 (en) | 2003-05-02 | 2006-10-03 | Rigel Pharmaceuticals, Inc. | Substituted diphenyl isoxazoles, pyrazoles and oxadiazoles useful for treating HCV infection |
| US7326790B2 (en) | 2003-05-02 | 2008-02-05 | Rigel Pharmaceuticals, Inc. | Diphenylisoxazole compounds and hydro isomers thereof |
| US7220745B2 (en) * | 2003-05-15 | 2007-05-22 | Rigel Pharmaceuticals | Heterocyclic compounds useful to treat HCV |
| WO2005049065A2 (en) | 2003-11-19 | 2005-06-02 | Rigel Pharmaceuticals, Inc. | Synergistic combinations of dihaloacetamide with interferon or ribavirin for treatment hcv infections |
| CA2606106A1 (en) | 2005-05-02 | 2007-03-08 | Rigel Pharmaceuticals, Inc. | Heterocyclic anti-viral compounds comprising metabolizable moieties and their uses |
| CA3002752A1 (en) | 2015-10-26 | 2017-05-04 | Oti Lumionics Inc. | Method for patterning a coating on a surface and device including a patterned coating |
| KR102563713B1 (ko) | 2017-04-26 | 2023-08-07 | 오티아이 루미오닉스 인크. | 표면의 코팅을 패턴화하는 방법 및 패턴화된 코팅을 포함하는 장치 |
| US11751415B2 (en) | 2018-02-02 | 2023-09-05 | Oti Lumionics Inc. | Materials for forming a nucleation-inhibiting coating and devices incorporating same |
| KR20250160226A (ko) | 2019-03-07 | 2025-11-11 | 오티아이 루미오닉스 인크. | 핵생성 억제 코팅물 형성용 재료 및 이를 포함하는 디바이스 |
| JP7555600B2 (ja) | 2019-04-18 | 2024-09-25 | オーティーアイ ルミオニクス インコーポレーテッド | 核生成抑制コーティングを形成するための材料およびそれを組み込んだデバイス |
| JP7576337B2 (ja) | 2019-05-08 | 2024-11-01 | オーティーアイ ルミオニクス インコーポレーテッド | 核生成抑制コーティングを形成するための材料およびそれを組み込んだデバイス |
| US11985841B2 (en) | 2020-12-07 | 2024-05-14 | Oti Lumionics Inc. | Patterning a conductive deposited layer using a nucleation inhibiting coating and an underlying metallic coating |
-
1971
- 1971-09-17 SU SU1955898A patent/SU508198A3/ru active
-
1972
- 1972-06-05 GB GB2608872A patent/GB1351430A/en not_active Expired
- 1972-06-07 ZA ZA723888A patent/ZA723888B/xx unknown
- 1972-06-07 IL IL39642A patent/IL39642A0/xx unknown
- 1972-06-08 IE IE804/72A patent/IE37665B1/xx unknown
- 1972-06-08 AU AU43246/72A patent/AU461487B2/en not_active Expired
- 1972-06-28 NO NO2315/72A patent/NO136793C/no unknown
- 1972-06-28 AR AR242801A patent/AR195492A1/es active
- 1972-07-20 DE DE2265212A patent/DE2265212C3/de not_active Expired
- 1972-07-20 DD DD164568A patent/DD101574A5/xx unknown
- 1972-07-20 BE BE786562A patent/BE786562A/xx not_active IP Right Cessation
- 1972-07-20 RO RO7200071688A patent/RO62784A/ro unknown
- 1972-07-20 LU LU65753D patent/LU65753A1/xx unknown
- 1972-07-20 JP JP7212672A patent/JPS5336471B1/ja active Pending
- 1972-07-20 DE DE2235544A patent/DE2235544C3/de not_active Expired
- 1972-07-20 SU SU1808600A patent/SU518132A3/ru active
- 1972-07-20 PL PL1972156848A patent/PL88991B1/pl unknown
- 1972-07-21 CH CH1090972A patent/CH558372A/fr not_active IP Right Cessation
- 1972-07-21 NL NL727210145A patent/NL150680B/xx not_active IP Right Cessation
- 1972-07-21 HU HULE690A patent/HU164929B/hu unknown
- 1972-07-21 AT AT630172A patent/AT317210B/de not_active IP Right Cessation
- 1972-07-21 SE SE7209642A patent/SE392901B/xx unknown
- 1972-07-21 CH CH1290973A patent/CH560707A5/xx not_active IP Right Cessation
- 1972-07-21 CH CH1290873A patent/CH559195A5/xx not_active IP Right Cessation
- 1972-07-21 AT AT807673A patent/AT319236B/de not_active IP Right Cessation
- 1972-07-21 CA CA147,708A patent/CA1015361A/en not_active Expired
- 1972-07-21 HU HULE662A patent/HU164270B/hu unknown
- 1972-07-21 HU HULE691A patent/HU164930B/hu unknown
- 1972-07-21 FR FR7226422A patent/FR2146482B1/fr not_active Expired
- 1972-07-21 HU HULE689A patent/HU166732B/hu unknown
- 1972-07-22 ES ES405079A patent/ES405079A1/es not_active Expired
- 1972-07-22 ES ES405077A patent/ES405077A1/es not_active Expired
- 1972-07-22 ES ES405076A patent/ES405076A1/es not_active Expired
- 1972-07-22 ES ES405078A patent/ES405078A1/es not_active Expired
-
1973
- 1973-02-06 AR AR246434A patent/AR194297A1/es active
- 1973-02-06 AR AR246435A patent/AR194298A1/es active
- 1973-02-06 AR AR246436A patent/AR200485A1/es active
- 1973-09-28 SU SU1959290A patent/SU508197A3/ru active
-
1975
- 1975-06-13 SE SE7506819A patent/SE422325B/xx unknown
-
1976
- 1976-09-03 US US05/720,479 patent/US4119635A/en not_active Expired - Lifetime
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