RU2005136382A - Способ получения никотинальдегидов - Google Patents
Способ получения никотинальдегидов Download PDFInfo
- Publication number
- RU2005136382A RU2005136382A RU2005136382/04A RU2005136382A RU2005136382A RU 2005136382 A RU2005136382 A RU 2005136382A RU 2005136382/04 A RU2005136382/04 A RU 2005136382/04A RU 2005136382 A RU2005136382 A RU 2005136382A RU 2005136382 A RU2005136382 A RU 2005136382A
- Authority
- RU
- Russia
- Prior art keywords
- lialh
- oet
- nicotinic acid
- starting
- morpholinamide
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/46—Oxygen atoms
- C07D213/48—Aldehydo radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/56—Amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Claims (10)
1. Способ получения никотинальдегидов реакцией восстановления, который характеризуется тем, что в качестве исходных эдуктов в реакции восстановления используют соответствующие морфолинамиды никотиновой кислоты.
2. Способ по п.1, отличающийся тем, что исходными эдуктами являются морфолинамиды никотиновой кислоты формулы I
в которой R1', R1" каждый, независимо друг от друга, представляет собой Н, Hal, A, ОА, CH2R2 или Ar;
R2 представляет собой ОА или NA2;
А представляет собой неразветвленный или разветвленный алкил, содержащий 1-10 атомов углерода, в которой одна или две СН2 группы могут быть заменены атомами О или S и/или -СН=СН- группами и/или также 1-7 атомов водорода могут быть заменены F;
Ar представляет собой ненасыщенную, частично или полностью насыщенную, моно- или полициклическую гомо- или гетероциклическую систему с гетероатомами О, N, S, которая незамещена или моно- или полизамещена Hal, А, ОА, NA2, NO2, NASO2A, SO2NA, SO2A; и
Hal представляет собой F, Cl, Br или I.
3. Способ по п.1 или 2, отличающийся тем, что применяемым исходным эдуктом является морфолинамид 5-(4-фторфенил)никотиновой кислоты.
4. Способ по п.1 или 2, отличающийся тем, что применяемым исходным эдуктом является морфолинамид 5-бромпиридин-3-карбоновой кислоты.
5. Способ по п.1 или 2, отличающийся тем, что в качестве восстанавливающего агента применяют LiAlH(OEt)3, LiAlH2(OEt)2 или LiAlH3(OEt).
6. Способ по п.3, отличающийся тем, что в качестве восстанавливающего агента применяют LiAlH(OEt)3, LiAlH2(OEt)2 или LiAlH3(OEt).
7. Способ по п.4, отличающийся тем, что в качестве восстанавливающего агента применяют LiAlH(OEt)3, LiAlH2(OEt)2 или LiAlH3(OEt).
8. Применение морфолинамидов никотиновой кислоты в реакции восстановления для получения соответствующих никотинальдегидов.
9. Применение по п.8, в котором морфолинамиды никотиновой кислоты соответствуют формуле I по п.1 и радикалы R1' и R1" имеют значения, указанные в п.1.
10. Исходные эдукты формулы I по п.2, выбранные из группы, включающей
а) морфолинамид 5-(4-фторфенил)никотиновой кислоты,
б) морфолинамид 5-бромникотиновой кислоты.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10318690.5 | 2003-04-24 | ||
| DE10318690A DE10318690B3 (de) | 2003-04-24 | 2003-04-24 | Verfahren zur Herstellung von Nicotinaldehyden |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2005136382A true RU2005136382A (ru) | 2006-06-10 |
| RU2339619C2 RU2339619C2 (ru) | 2008-11-27 |
Family
ID=33154397
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2005136382/04A RU2339619C2 (ru) | 2003-04-24 | 2004-03-27 | Способ получения никотинальдегидов |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US7528256B2 (ru) |
| EP (1) | EP1615891B1 (ru) |
| JP (1) | JP2006524196A (ru) |
| KR (1) | KR101106621B1 (ru) |
| CN (1) | CN100355730C (ru) |
| AR (1) | AR044065A1 (ru) |
| AU (1) | AU2004232454B2 (ru) |
| BR (1) | BRPI0409644B1 (ru) |
| CA (1) | CA2523190C (ru) |
| DE (1) | DE10318690B3 (ru) |
| ES (1) | ES2426412T3 (ru) |
| HK (1) | HK1087111A1 (ru) |
| MX (1) | MXPA05011253A (ru) |
| RU (1) | RU2339619C2 (ru) |
| WO (1) | WO2004094383A1 (ru) |
| ZA (1) | ZA200509495B (ru) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5807955B2 (ja) * | 2011-12-15 | 2015-11-10 | 国立大学法人横浜国立大学 | 植物用抵抗性誘導剤、植物の抵抗性誘導方法、及び植物病害の予防方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2994182B2 (ja) * | 1992-07-23 | 1999-12-27 | 石原産業株式会社 | アミド系化合物又はその塩、それらの製造方法及びそれらを含有する有害動物防除剤 |
| US6521618B2 (en) * | 2000-03-28 | 2003-02-18 | Wyeth | 3-cyanoquinolines, 3-cyano-1,6-naphthyridines, and 3-cyano-1,7-naphthyridines as protein kinase inhibitors |
| AR035851A1 (es) * | 2000-03-28 | 2004-07-21 | Wyeth Corp | 3-cianoquinolinas, 3-ciano-1,6-naftiridinas y 3-ciano-1,7-naftiridinas como inhibidoras de proteina quinasas |
| SI1427724T1 (sl) * | 2001-09-19 | 2006-10-31 | Merck Patent Gmbh | Nova uporaba substituiranih aminometil-kromanov |
-
2003
- 2003-04-24 DE DE10318690A patent/DE10318690B3/de not_active Expired - Fee Related
-
2004
- 2004-03-27 WO PCT/EP2004/003272 patent/WO2004094383A1/de active Application Filing
- 2004-03-27 BR BRPI0409644A patent/BRPI0409644B1/pt not_active IP Right Cessation
- 2004-03-27 EP EP04723902.5A patent/EP1615891B1/de not_active Expired - Lifetime
- 2004-03-27 CN CNB2004800108542A patent/CN100355730C/zh not_active Expired - Fee Related
- 2004-03-27 ES ES04723902T patent/ES2426412T3/es not_active Expired - Lifetime
- 2004-03-27 AU AU2004232454A patent/AU2004232454B2/en not_active Ceased
- 2004-03-27 RU RU2005136382/04A patent/RU2339619C2/ru not_active IP Right Cessation
- 2004-03-27 JP JP2006504889A patent/JP2006524196A/ja active Pending
- 2004-03-27 KR KR1020057020088A patent/KR101106621B1/ko active IP Right Grant
- 2004-03-27 MX MXPA05011253A patent/MXPA05011253A/es active IP Right Grant
- 2004-03-27 US US10/554,061 patent/US7528256B2/en active Active
- 2004-03-27 CA CA2523190A patent/CA2523190C/en not_active Expired - Fee Related
- 2004-04-23 AR ARP040101376A patent/AR044065A1/es unknown
-
2005
- 2005-11-23 ZA ZA200509495A patent/ZA200509495B/xx unknown
-
2006
- 2006-06-28 HK HK06107301A patent/HK1087111A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ZA200509495B (en) | 2009-03-25 |
| AU2004232454B2 (en) | 2010-02-25 |
| CA2523190A1 (en) | 2004-11-04 |
| AU2004232454A1 (en) | 2004-11-04 |
| EP1615891A1 (de) | 2006-01-18 |
| EP1615891B1 (de) | 2013-06-19 |
| KR101106621B1 (ko) | 2012-01-20 |
| CA2523190C (en) | 2012-01-24 |
| CN100355730C (zh) | 2007-12-19 |
| AR044065A1 (es) | 2005-08-24 |
| US20060199965A1 (en) | 2006-09-07 |
| KR20060006056A (ko) | 2006-01-18 |
| BRPI0409644B1 (pt) | 2019-01-22 |
| RU2339619C2 (ru) | 2008-11-27 |
| ES2426412T3 (es) | 2013-10-23 |
| JP2006524196A (ja) | 2006-10-26 |
| DE10318690B3 (de) | 2004-11-11 |
| US7528256B2 (en) | 2009-05-05 |
| WO2004094383A1 (de) | 2004-11-04 |
| BRPI0409644A (pt) | 2006-04-25 |
| CN1777587A (zh) | 2006-05-24 |
| MXPA05011253A (es) | 2005-12-14 |
| HK1087111A1 (en) | 2006-10-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20210328 |