JP2006117628A5 - - Google Patents
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- Publication number
- JP2006117628A5 JP2006117628A5 JP2005042010A JP2005042010A JP2006117628A5 JP 2006117628 A5 JP2006117628 A5 JP 2006117628A5 JP 2005042010 A JP2005042010 A JP 2005042010A JP 2005042010 A JP2005042010 A JP 2005042010A JP 2006117628 A5 JP2006117628 A5 JP 2006117628A5
- Authority
- JP
- Japan
- Prior art keywords
- general formula
- mol
- compound represented
- nitroimidazole
- production method
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 claims 14
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 claims 9
- -1 4-nitroimidazole compound Chemical class 0.000 claims 8
- 239000003638 chemical reducing agent Substances 0.000 claims 7
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical class I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 4
- 150000004960 4-nitroimidazoles Chemical class 0.000 claims 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- 229910052751 metal Chemical class 0.000 claims 3
- 239000002184 metal Chemical class 0.000 claims 3
- 239000003444 phase transfer catalyst Substances 0.000 claims 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 235000009518 sodium iodide Nutrition 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 230000003197 catalytic effect Effects 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 238000005984 hydrogenation reaction Methods 0.000 claims 2
- 229940071870 hydroiodic acid Drugs 0.000 claims 2
- 239000012336 iodinating agent Substances 0.000 claims 2
- 230000026045 iodination Effects 0.000 claims 2
- 238000006192 iodination reaction Methods 0.000 claims 2
- HSZCZNFXUDYRKD-UHFFFAOYSA-M lithium iodide Chemical compound [Li+].[I-] HSZCZNFXUDYRKD-UHFFFAOYSA-M 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims 2
- UAYWVJHJZHQCIE-UHFFFAOYSA-L zinc iodide Chemical compound I[Zn]I UAYWVJHJZHQCIE-UHFFFAOYSA-L 0.000 claims 2
- CHZYQLYIYFQCKZ-UHFFFAOYSA-N 5-iodo-4-nitro-1h-imidazole Chemical class [O-][N+](=O)C=1N=CNC=1I CHZYQLYIYFQCKZ-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 1
- CECABOMBVQNBEC-UHFFFAOYSA-K aluminium iodide Chemical compound I[Al](I)I CECABOMBVQNBEC-UHFFFAOYSA-K 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 claims 1
- 229910001641 magnesium iodide Inorganic materials 0.000 claims 1
- 150000004714 phosphonium salts Chemical class 0.000 claims 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims 1
- 0 CC1=C(*)*C(*)=N1 Chemical compound CC1=C(*)*C(*)=N1 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005042010A JP4789483B2 (ja) | 2004-02-18 | 2005-02-18 | ４−ニトロイミダゾール化合物の製造法 |
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2004041381 | 2004-02-18 | ||
| JP2004041381 | 2004-02-18 | ||
| JP2004278999 | 2004-09-27 | ||
| JP2004278999 | 2004-09-27 | ||
| JP2005042010A JP4789483B2 (ja) | 2004-02-18 | 2005-02-18 | ４−ニトロイミダゾール化合物の製造法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006117628A JP2006117628A (ja) | 2006-05-11 |
| JP2006117628A5 true JP2006117628A5 (OSRAM) | 2008-03-13 |
| JP4789483B2 JP4789483B2 (ja) | 2011-10-12 |
Family
ID=34863488
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2005042010A Expired - Fee Related JP4789483B2 (ja) | 2004-02-18 | 2005-02-18 | ４−ニトロイミダゾール化合物の製造法 |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US7569702B2 (OSRAM) |
| EP (1) | EP1720838B1 (OSRAM) |
| JP (1) | JP4789483B2 (OSRAM) |
| KR (1) | KR100830386B1 (OSRAM) |
| CN (1) | CN100526300C (OSRAM) |
| AR (1) | AR047672A1 (OSRAM) |
| AT (1) | ATE366241T1 (OSRAM) |
| AU (1) | AU2005212093B2 (OSRAM) |
| BR (1) | BRPI0507777A (OSRAM) |
| CA (1) | CA2555372A1 (OSRAM) |
| DE (1) | DE602005001553T2 (OSRAM) |
| EG (1) | EG24393A (OSRAM) |
| ES (1) | ES2289695T3 (OSRAM) |
| MY (1) | MY141776A (OSRAM) |
| RU (1) | RU2345071C2 (OSRAM) |
| TW (1) | TWI300409B (OSRAM) |
| UA (1) | UA82773C2 (OSRAM) |
| WO (1) | WO2005077913A1 (OSRAM) |
| ZA (1) | ZA200606332B (OSRAM) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI331607B (en) * | 2002-10-15 | 2010-10-11 | Otsuka Pharma Co Ltd | 1-substituted-4-nitroimidazole compound |
| TW200624422A (en) * | 2004-09-27 | 2006-07-16 | Otsuka Pharma Co Ltd | Process for production of 2-chloro-4-nitroimidazole |
| JP5072675B2 (ja) * | 2007-04-03 | 2012-11-14 | 四国化成工業株式会社 | ２−ハロイミダゾール化合物の製造方法 |
| WO2010021409A1 (en) | 2008-08-21 | 2010-02-25 | Dynamit Nobel Gmbh Explosivstoff - Und Systemtechnik | Methods for the production of 2-halo-4-nitroimidazole and intermediates thereof |
| RU2542988C2 (ru) * | 2009-07-31 | 2015-02-27 | Глоубал Элаенс Фор Тб Драг Дивелопмент | Нитроимидазооксазины и их применения при противотуберкулезной терапии |
| CN103265494A (zh) * | 2013-05-28 | 2013-08-28 | 南京理工大学 | 一种硝基咪唑含能化合物及其制备方法 |
| CN105439957B (zh) * | 2015-11-24 | 2018-05-08 | 浙江省诸暨合力化学对外贸易有限公司 | 一种合成2-溴-4-硝基咪唑的方法 |
| KR20200116118A (ko) | 2018-01-29 | 2020-10-08 | 오츠카 세이야쿠 가부시키가이샤 | 2-클로로-4-니트로이미다졸 유도체의 제조 방법 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3341548A (en) * | 1964-04-29 | 1967-09-12 | Hoffmann La Roche | Nitroimidazoles and their preparation |
| DE2414280C2 (de) * | 1974-03-25 | 1981-12-17 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von 1-Methyl-5-nitroimidazolen |
| IL88943A (en) * | 1988-01-15 | 1994-05-30 | Rhone Poulenc Sante | Process for preparing 1-alkyl-5- nitroimidazoles |
| RU2049780C1 (ru) * | 1992-12-04 | 1995-12-10 | Государственный научно-исследовательский институт "Кристалл" | Способ получения производных 2-r-4(5)-нитроимидазолов |
| US5668127A (en) | 1995-06-26 | 1997-09-16 | Pathogenesis Corporation | Nitroimidazole antibacterial compounds and methods of use thereof |
| TWI347946B (en) | 2002-10-11 | 2011-09-01 | Otsuka Pharma Co Ltd | 2,3-dihydro-6-nitroimidazo[2,1-b]oxazole compound |
| TWI331607B (en) * | 2002-10-15 | 2010-10-11 | Otsuka Pharma Co Ltd | 1-substituted-4-nitroimidazole compound |
-
2005
- 2005-02-01 TW TW094103101A patent/TWI300409B/zh not_active IP Right Cessation
- 2005-02-08 MY MYPI20050484A patent/MY141776A/en unknown
- 2005-02-15 ZA ZA200606332A patent/ZA200606332B/en unknown
- 2005-02-15 AU AU2005212093A patent/AU2005212093B2/en not_active Ceased
- 2005-02-15 RU RU2006133312/04A patent/RU2345071C2/ru not_active IP Right Cessation
- 2005-02-15 UA UAA200610008A patent/UA82773C2/uk unknown
- 2005-02-15 KR KR1020067017553A patent/KR100830386B1/ko not_active Expired - Fee Related
- 2005-02-15 AT AT05710450T patent/ATE366241T1/de not_active IP Right Cessation
- 2005-02-15 CA CA002555372A patent/CA2555372A1/en not_active Abandoned
- 2005-02-15 ES ES05710450T patent/ES2289695T3/es not_active Expired - Lifetime
- 2005-02-15 DE DE602005001553T patent/DE602005001553T2/de not_active Expired - Lifetime
- 2005-02-15 BR BRPI0507777-0A patent/BRPI0507777A/pt not_active IP Right Cessation
- 2005-02-15 EP EP05710450A patent/EP1720838B1/en not_active Expired - Lifetime
- 2005-02-15 CN CNB2005800053101A patent/CN100526300C/zh not_active Expired - Fee Related
- 2005-02-15 WO PCT/JP2005/002668 patent/WO2005077913A1/en not_active Ceased
- 2005-02-15 AR ARP050100523A patent/AR047672A1/es not_active Application Discontinuation
- 2005-02-15 US US10/589,864 patent/US7569702B2/en not_active Expired - Fee Related
- 2005-02-18 JP JP2005042010A patent/JP4789483B2/ja not_active Expired - Fee Related
-
2006
- 2006-08-14 EG EGNA2006000764 patent/EG24393A/xx active
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