CZ288397A3 - Způsob přípravy 4,6-dimethoxy-2-((fenoxykarbonyl)-amino)pyrimidinu - Google Patents
Způsob přípravy 4,6-dimethoxy-2-((fenoxykarbonyl)-amino)pyrimidinu Download PDFInfo
- Publication number
- CZ288397A3 CZ288397A3 CZ972883A CZ288397A CZ288397A3 CZ 288397 A3 CZ288397 A3 CZ 288397A3 CZ 972883 A CZ972883 A CZ 972883A CZ 288397 A CZ288397 A CZ 288397A CZ 288397 A3 CZ288397 A3 CZ 288397A3
- Authority
- CZ
- Czechia
- Prior art keywords
- solvent
- dimethoxy
- amino
- dioxane
- pyrimidine
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract description 3
- RJYDUOCDWXVRCC-UHFFFAOYSA-N phenyl 4,6-dimethoxypyrimidine-2-carboxylate Chemical compound COC1=CC(OC)=NC(C(=O)OC=2C=CC=CC=2)=N1 RJYDUOCDWXVRCC-UHFFFAOYSA-N 0.000 title 1
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 claims abstract description 17
- LVFRCHIUUKWBLR-UHFFFAOYSA-N 4,6-dimethoxypyrimidin-2-amine Chemical compound COC1=CC(OC)=NC(N)=N1 LVFRCHIUUKWBLR-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000012442 inert solvent Substances 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 20
- 239000002904 solvent Substances 0.000 claims description 15
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 13
- 238000002360 preparation method Methods 0.000 claims description 8
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 claims description 7
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 1
- 125000006678 phenoxycarbonyl group Chemical group 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 239000002253 acid Substances 0.000 abstract description 9
- MESPVSMSORHLAX-UHFFFAOYSA-N phenyl n-(4,6-dimethoxypyrimidin-2-yl)carbamate Chemical compound COC1=CC(OC)=NC(NC(=O)OC=2C=CC=CC=2)=N1 MESPVSMSORHLAX-UHFFFAOYSA-N 0.000 abstract description 9
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 18
- 239000011541 reaction mixture Substances 0.000 description 15
- 239000000047 product Substances 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 239000007787 solid Substances 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- KIALCSMRIHRFPL-UHFFFAOYSA-N n-(2,5-diphenylpyrazol-3-yl)-4-nitrobenzamide Chemical compound C1=CC([N+](=O)[O-])=CC=C1C(=O)NC1=CC(C=2C=CC=CC=2)=NN1C1=CC=CC=C1 KIALCSMRIHRFPL-UHFFFAOYSA-N 0.000 description 8
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 6
- 230000008901 benefit Effects 0.000 description 6
- 239000012535 impurity Substances 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- 230000008018 melting Effects 0.000 description 6
- 239000004009 herbicide Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- KJTOWNISNRFWFN-UHFFFAOYSA-N 1,3-bis(4,6-dimethoxypyrimidin-2-yl)urea Chemical compound COC1=CC(OC)=NC(NC(=O)NC=2N=C(OC)C=C(OC)N=2)=N1 KJTOWNISNRFWFN-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 239000000543 intermediate Substances 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- -1 (4,6-dimethoxy) -2-pyrimidinyl Chemical group 0.000 description 2
- HPYNZHMRTTWQTB-UHFFFAOYSA-N 2,3-dimethylpyridine Chemical compound CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 2
- 229940100389 Sulfonylurea Drugs 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 230000002363 herbicidal effect Effects 0.000 description 2
- 239000012066 reaction slurry Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/404,215 US5523405A (en) | 1995-03-14 | 1995-03-14 | Preparation of 4,6-dimethoxy-2-((phenoxycarbonyl)amino)-pyrimidine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CZ288397A3 true CZ288397A3 (cs) | 1999-01-13 |
Family
ID=23598652
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CZ972883A CZ288397A3 (cs) | 1995-03-14 | 1996-03-07 | Způsob přípravy 4,6-dimethoxy-2-((fenoxykarbonyl)-amino)pyrimidinu |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US5523405A (instruction) |
| EP (1) | EP0815086B1 (instruction) |
| JP (1) | JP3862751B2 (instruction) |
| KR (1) | KR100392869B1 (instruction) |
| CN (1) | CN1089339C (instruction) |
| AU (1) | AU5173496A (instruction) |
| BR (1) | BR9607860A (instruction) |
| CA (1) | CA2215202A1 (instruction) |
| CZ (1) | CZ288397A3 (instruction) |
| DE (1) | DE69605105T2 (instruction) |
| EA (1) | EA199800090A1 (instruction) |
| ES (1) | ES2140835T3 (instruction) |
| HU (1) | HUP9801329A3 (instruction) |
| IL (1) | IL117433A (instruction) |
| IN (1) | IN180379B (instruction) |
| PL (1) | PL322178A1 (instruction) |
| TW (1) | TW382011B (instruction) |
| WO (1) | WO1996028428A1 (instruction) |
| ZA (1) | ZA962066B (instruction) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8593072B2 (en) * | 2007-11-13 | 2013-11-26 | Osram Gesellschaft Mit Beschraenkter Haftung | Circuit assembly and method for operating a high pressure discharge lamp |
| CN101423499B (zh) * | 2008-12-12 | 2010-12-29 | 江苏工业学院 | 高纯4,6-二甲氧基-2-((苯氧基羰基)氨基)-嘧啶制备方法 |
| DE202009011727U1 (de) | 2009-08-28 | 2009-12-17 | Osram Gesellschaft mit beschränkter Haftung | Entladungslampe mit Reflektor |
| CN103848791B (zh) * | 2014-03-19 | 2015-09-09 | 北京英力精化技术发展有限公司 | 一种4,6-二甲氧基-2-((苯氧基羰基)氨基)-嘧啶的合成方法 |
| CN111423385B (zh) * | 2020-05-22 | 2022-02-18 | 北京英力精化技术发展有限公司 | 4,6-二甲氧基-2-((苯氧基羰基)氨基)-嘧啶的精制方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PH25866A (en) * | 1986-03-20 | 1991-12-02 | Takeda Chemical Industries Ltd | Sulfonylurea compounds and their herbicides |
| US5102444A (en) * | 1986-12-08 | 1992-04-07 | E. I. Du Pont De Nemours And Company | Herbicidal pyridinesulfonylureas |
| DE4241303A1 (de) * | 1992-12-08 | 1994-06-09 | Bayer Ag | Substituierte Chinolylsulfonylharnstoffe |
-
1995
- 1995-03-14 US US08/404,215 patent/US5523405A/en not_active Expired - Lifetime
-
1996
- 1996-03-07 DE DE69605105T patent/DE69605105T2/de not_active Expired - Fee Related
- 1996-03-07 EP EP96908518A patent/EP0815086B1/en not_active Expired - Lifetime
- 1996-03-07 PL PL96322178A patent/PL322178A1/xx unknown
- 1996-03-07 HU HU9801329A patent/HUP9801329A3/hu unknown
- 1996-03-07 BR BR9607860A patent/BR9607860A/pt unknown
- 1996-03-07 EA EA199800090A patent/EA199800090A1/ru unknown
- 1996-03-07 KR KR1019970706473A patent/KR100392869B1/ko not_active Expired - Lifetime
- 1996-03-07 ES ES96908518T patent/ES2140835T3/es not_active Expired - Lifetime
- 1996-03-07 CN CN96192517A patent/CN1089339C/zh not_active Expired - Lifetime
- 1996-03-07 CZ CZ972883A patent/CZ288397A3/cs unknown
- 1996-03-07 JP JP52762496A patent/JP3862751B2/ja not_active Expired - Fee Related
- 1996-03-07 CA CA002215202A patent/CA2215202A1/en not_active Abandoned
- 1996-03-07 AU AU51734/96A patent/AU5173496A/en not_active Abandoned
- 1996-03-07 WO PCT/US1996/002548 patent/WO1996028428A1/en active IP Right Grant
- 1996-03-11 IN IN427CA1996 patent/IN180379B/en unknown
- 1996-03-11 IL IL11743396A patent/IL117433A/xx not_active IP Right Cessation
- 1996-03-14 ZA ZA9602066A patent/ZA962066B/xx unknown
- 1996-03-18 TW TW085103209A patent/TW382011B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| BR9607860A (pt) | 1998-06-30 |
| AU5173496A (en) | 1996-10-02 |
| HUP9801329A3 (en) | 1998-12-28 |
| EP0815086A1 (en) | 1998-01-07 |
| PL322178A1 (en) | 1998-01-19 |
| TW382011B (en) | 2000-02-11 |
| EA199800090A1 (ru) | 1998-08-27 |
| ZA962066B (en) | 1997-11-26 |
| DE69605105D1 (de) | 1999-12-16 |
| HUP9801329A2 (hu) | 1998-10-28 |
| KR100392869B1 (ko) | 2003-10-17 |
| IL117433A0 (en) | 1996-07-23 |
| IN180379B (instruction) | 1998-01-24 |
| DE69605105T2 (de) | 2000-05-25 |
| EP0815086B1 (en) | 1999-11-10 |
| US5523405A (en) | 1996-06-04 |
| CN1089339C (zh) | 2002-08-21 |
| CN1178526A (zh) | 1998-04-08 |
| CA2215202A1 (en) | 1996-09-19 |
| KR19980703064A (ko) | 1998-09-05 |
| JPH11501919A (ja) | 1999-02-16 |
| IL117433A (en) | 2000-02-17 |
| JP3862751B2 (ja) | 2006-12-27 |
| MX9706972A (es) | 1997-11-29 |
| WO1996028428A1 (en) | 1996-09-19 |
| ES2140835T3 (es) | 2000-03-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5550238A (en) | Process for preparing sulfonylureas | |
| CZ288397A3 (cs) | Způsob přípravy 4,6-dimethoxy-2-((fenoxykarbonyl)-amino)pyrimidinu | |
| JPH0121141B2 (instruction) | ||
| EP0727423B1 (en) | Process for the preparation of sulfonylurea derivatives and intermediates for this process | |
| US4656273A (en) | Process for producing sulfonylureas | |
| CZ433298A3 (cs) | Deriváty methylesteru kyseliny 4-jod-2-[N-alkyl-aminokarbonyl)-aminosulfonyl]-benzoové, způsob jejich výroby a jejich použití pro výrobu herbicidních sulfonylmočovin | |
| JP3144893B2 (ja) | （１，３，５−トリアジン−２−イル）カルバミン酸フェニル誘導体の製造方法 | |
| JP2000507916A (ja) | アミノフェニルスルホニル尿素の製造法およびその方法のための中間体 | |
| MXPA97006972A (en) | Preparation of 4,6-dimetoxy-2 - ((fenoxicarbonil) amino) -pirimid | |
| IL140521A (en) | Process for the formation of salts of sulfonyl-aminocarbonyl triazolines | |
| EP0537585B1 (en) | Process for preparing sulfonylureas | |
| EP0234352B1 (en) | Sulfonamide compounds and salts thereof, herbicidal compositions containing them, and process for producing them | |
| US5817814A (en) | Method for the preparation of benzyluracils | |
| EP0562576B1 (en) | Process for the preparation of phenyl (1,3,5-triazin-2-yl) carbamates | |
| KR960015005B1 (ko) | 설포닐우레아 유도체의 제조방법 | |
| AU705170B2 (en) | Method of preparing sulphonyl ureas with herbicidal properties and N-pyrimidinyl or N-triazinyl carbamates as intermediates in the reaction | |
| US20010008938A1 (en) | Process for preparation of sulfonylurea salts | |
| JPH1029990A (ja) | １−（置換アミノ）イミダゾール誘導体、その製造方法及び除草剤 | |
| JPH04234373A (ja) | オキシグアニジンの製造方法 | |
| SK65699A3 (en) | Process for the preparation of nmda antagonists | |
| SK169397A3 (en) | Aminophenyl ketone derivatives and preparation method thereof | |
| JP2001288150A (ja) | フェノキシアルキルアミン塩の製造法 | |
| JPH0597817A (ja) | １−（ｎ−メタンスルホニル−ｎ−メチルアミノスルホニル）−３−（２−ピリミジル）−尿素誘導体の製造方法 | |
| JPS62205079A (ja) | スルホニルアミジノ−オキシアザシクロアルカン類 |