JPH10505351A - 4級化されたグリシンニトリルの製法 - Google Patents
4級化されたグリシンニトリルの製法Info
- Publication number
- JPH10505351A JPH10505351A JP8509151A JP50915196A JPH10505351A JP H10505351 A JPH10505351 A JP H10505351A JP 8509151 A JP8509151 A JP 8509151A JP 50915196 A JP50915196 A JP 50915196A JP H10505351 A JPH10505351 A JP H10505351A
- Authority
- JP
- Japan
- Prior art keywords
- general formula
- hydrogen
- methyl
- quaternized glycine
- alkyl
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/15—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/24—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compounds Of Unknown Constitution (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.一般式I: [式中、R1及びR2は、同一又は異なるものであってよく、それぞれC−原子 数1〜30を有する脂肪族、脂環式又は芳香脂肪族基を表し、この際、R1とR2 はそれらに結合しているN−原子と一緒になって飽和又は不飽和の5員又は6員 のヘテロ環式環を形成してよく、これは付加的に他のヘテロ原子を有し、ベンゾ 融合し、アルキル側鎖基を有していてよく、更にR2は水素であってもよく、 R3はC1〜C4−アルキル又はベンジルを表し、 R4は水素、1個以上の隣接していない酸素原子により中断されていてよいC1 〜C20−アルキル又は式 (ここで、R5は化学結合又はC1〜C6−アルキ 4級化されたグリシンニトリルを製造するために、 一般式II: [式中、変数R1及びR2は前記のものを表す]のアミンと一般式IIIaのモ ノアルデヒド又は一般式IIIbのジアルデヒド: [式中、R5は前記のものを表し、R6は水素又はC1〜C20−アルキルを表す ]及び青酸又はアルカリ金属シアン化物とを水性媒体中で反応させ、引き続き、 一般式IV: R3−X (IV) [式中、R1は前記のものを表し、Xは離脱可能な基を表す]のアルキル化剤 を用いて4級化する場合に、アミンIIとアルデヒドIII及び青酸又はアルカ リ金属シアン化物との反応及び4級化を順次に、中間生成物の単離をせずに、水 性媒体中で行うことを特徴する、4級化されたグリシンアセトニトリルの製法。 2.式中のR4は水素である、請求の範囲1に記載の4級化されたグリシンニト リルの製法。 3.アルキル化剤IVとして硫酸ジメチル、硫酸ジエチル、ハロゲン化メチル又 はハロゲン化エチル、炭酸ジメチル、炭酸ジエチル、メチルトシレート、エ チルトシレート、メチルメシレート、エチルメシレート又はハロゲン化ベンジル を使用する、請求の範囲1又は2に記載の4級化されたグリシンニトリルの製法 。 4.アミンIIの反応及び4級化を純粋な水溶液中で、又は水と混合物に対して 30重量%までの水と混じりうる有機溶剤との混合物中で実施する、請求の範囲 1から3までのいずれか1項に記載の4級化されたグリシンニトリルの製法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4431212.1 | 1994-09-02 | ||
DE4431212A DE4431212A1 (de) | 1994-09-02 | 1994-09-02 | Verfahren zur Herstellung von quaternierten Glycinnitrilen |
PCT/EP1995/003273 WO1996007650A1 (de) | 1994-09-02 | 1995-08-17 | Verfahren zur herstellung von quaternierten glycinnitrilen |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH10505351A true JPH10505351A (ja) | 1998-05-26 |
JP3801632B2 JP3801632B2 (ja) | 2006-07-26 |
Family
ID=6527209
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP50915196A Expired - Fee Related JP3801632B2 (ja) | 1994-09-02 | 1995-08-17 | 4級化されたグリシンニトリルの製法 |
Country Status (13)
Country | Link |
---|---|
US (1) | US5763639A (ja) |
EP (1) | EP0778832B1 (ja) |
JP (1) | JP3801632B2 (ja) |
KR (1) | KR100341979B1 (ja) |
CN (1) | CN1054849C (ja) |
AT (1) | ATE173253T1 (ja) |
AU (1) | AU3385395A (ja) |
CA (1) | CA2198637C (ja) |
DE (2) | DE4431212A1 (ja) |
DK (1) | DK0778832T3 (ja) |
ES (1) | ES2124017T3 (ja) |
NZ (1) | NZ292146A (ja) |
WO (1) | WO1996007650A1 (ja) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6183665B1 (en) | 1995-06-07 | 2001-02-06 | The Clorox Company | Granular N-alkyl ammonium acetonitrile compositions |
US6010994A (en) * | 1995-06-07 | 2000-01-04 | The Clorox Company | Liquid compositions containing N-alkyl ammonium acetonitrile salts |
US5888419A (en) * | 1995-06-07 | 1999-03-30 | The Clorox Company | Granular N-alkyl ammonium acetontrile compositions |
US6235218B1 (en) | 1995-06-07 | 2001-05-22 | The Clorox Company | Process for preparing N-alkyl ammonium acetonitrile compounds |
US5739327A (en) * | 1995-06-07 | 1998-04-14 | The Clorox Company | N-alkyl ammonium acetonitrile bleach activators |
JP2002509528A (ja) * | 1996-11-29 | 2002-03-26 | ザ・クロロックス・カンパニー | N−アルキルアンモニウムアセトニトリル化合物の調製方法 |
DE19649384A1 (de) * | 1996-11-29 | 1998-06-04 | Basf Ag | Textilwaschmittel-Formulierung auf Basis von quaternierten Glycinnitrilen, Bleichmitteln, nichtionischen und/oder anionischen Tensiden und Calcium- und/oder Magnesiumionen sequestierenden Verbindungen |
ES2214641T3 (es) * | 1996-11-29 | 2004-09-16 | Mid-America Commercialization Corporation | Sales de n-alquil amonio acetonitrilo, procedimientos para las mismas y composiciones que las contienen. |
US6191306B1 (en) * | 1999-08-03 | 2001-02-20 | Eastman Chemical Company | Process for the preparation of cyclopropylglycine |
DE10057045A1 (de) * | 2000-11-17 | 2002-05-23 | Clariant Gmbh | Teilchenförmige Bleichaktivatoren auf der Basis von Acetonitrilen |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2503582C3 (de) * | 1975-01-29 | 1979-10-04 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von N-Alkylglycinnitrilen |
DE2555769C3 (de) * | 1975-12-11 | 1980-01-03 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von an der Aminogruppe aliphatisch substituierten Glycinnitrilen |
DE2620445C3 (de) * | 1976-05-08 | 1980-08-28 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von Glycinnitrilen |
US4134889A (en) * | 1976-05-08 | 1979-01-16 | Basf Aktiengesellschaft | Manufacture of glycinonitriles |
US4420614A (en) * | 1980-10-03 | 1983-12-13 | Ici Australia Limited | Cyanophenoxybenzyl amines |
GB9011618D0 (en) * | 1990-05-24 | 1990-07-11 | Unilever Plc | Bleaching composition |
GB9012001D0 (en) * | 1990-05-30 | 1990-07-18 | Unilever Plc | Bleaching composition |
-
1994
- 1994-09-02 DE DE4431212A patent/DE4431212A1/de not_active Withdrawn
-
1995
- 1995-08-17 DK DK95930486T patent/DK0778832T3/da active
- 1995-08-17 KR KR1019970701352A patent/KR100341979B1/ko not_active IP Right Cessation
- 1995-08-17 EP EP95930486A patent/EP0778832B1/de not_active Expired - Lifetime
- 1995-08-17 US US08/793,448 patent/US5763639A/en not_active Expired - Lifetime
- 1995-08-17 WO PCT/EP1995/003273 patent/WO1996007650A1/de active IP Right Grant
- 1995-08-17 ES ES95930486T patent/ES2124017T3/es not_active Expired - Lifetime
- 1995-08-17 AT AT95930486T patent/ATE173253T1/de not_active IP Right Cessation
- 1995-08-17 CA CA002198637A patent/CA2198637C/en not_active Expired - Fee Related
- 1995-08-17 JP JP50915196A patent/JP3801632B2/ja not_active Expired - Fee Related
- 1995-08-17 AU AU33853/95A patent/AU3385395A/en not_active Abandoned
- 1995-08-17 NZ NZ292146A patent/NZ292146A/en unknown
- 1995-08-17 CN CN95195357A patent/CN1054849C/zh not_active Expired - Fee Related
- 1995-08-17 DE DE59504236T patent/DE59504236D1/de not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
KR970705551A (ko) | 1997-10-09 |
EP0778832B1 (de) | 1998-11-11 |
CN1054849C (zh) | 2000-07-26 |
KR100341979B1 (ko) | 2002-11-29 |
JP3801632B2 (ja) | 2006-07-26 |
DE59504236D1 (de) | 1998-12-17 |
CA2198637A1 (en) | 1996-03-14 |
NZ292146A (en) | 1998-01-26 |
EP0778832A1 (de) | 1997-06-18 |
US5763639A (en) | 1998-06-09 |
DK0778832T3 (da) | 1999-07-26 |
ATE173253T1 (de) | 1998-11-15 |
DE4431212A1 (de) | 1996-03-07 |
CN1159802A (zh) | 1997-09-17 |
WO1996007650A1 (de) | 1996-03-14 |
AU3385395A (en) | 1996-03-27 |
CA2198637C (en) | 2003-12-30 |
ES2124017T3 (es) | 1999-01-16 |
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