RU93056851A - Способ получения 2-алкил-6-метил-n-(1'-метокси-2'-пропил)анилина и способ получения их хлорацетанилидов - Google Patents
Способ получения 2-алкил-6-метил-n-(1'-метокси-2'-пропил)анилина и способ получения их хлорацетанилидовInfo
- Publication number
- RU93056851A RU93056851A RU93056851/04A RU93056851A RU93056851A RU 93056851 A RU93056851 A RU 93056851A RU 93056851/04 A RU93056851/04 A RU 93056851/04A RU 93056851 A RU93056851 A RU 93056851A RU 93056851 A RU93056851 A RU 93056851A
- Authority
- RU
- Russia
- Prior art keywords
- producing
- aniline
- alkyl
- methyl
- propyl
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 3
- 239000003054 catalyst Substances 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 claims 2
- CUZLJOLBIRPEFB-UHFFFAOYSA-N 1-methoxypropan-2-one Chemical compound COCC(C)=O CUZLJOLBIRPEFB-UHFFFAOYSA-N 0.000 claims 1
- -1 N-substituted chloroacetanilide Chemical class 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 230000003197 catalytic Effects 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 230000002363 herbicidal Effects 0.000 claims 1
- 239000004009 herbicide Substances 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 238000005932 reductive alkylation reaction Methods 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Claims (1)
- Способ получения 2-алкил-6-метил-N- (1'-метокси-2'-пропил)-анилина путем каталитического восстановительного алкилирования, при котором по крайней мере один моль-эквивалент метоксиацетона вводят в реакцию с одним моль-эквивалентом 2-алкил-6-метил-анилина в жидкой среде без добавления растворителя, в присутствии платиносодержащего угольного катализатора и водорода и кислотного сокатализатора при давлении водорода в пределах от 2•105 до 1•106 Па при температуре в пределах от 20 до 80oС, отличающийся тем, что реакционная смесь содержит воду от начала реакции и после гидрирования, добавляют основание, реакционную смесь фильтруют для отделения катализатора, и соединение, указанное в названии изобретения, извлекают из фильтрата. Способ особенно применим для получения N-замещенных хлорацетанилидных гербицидов.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US99803092A | 1992-12-29 | 1992-12-29 | |
| US07/998.030 | 1992-12-29 | ||
| US07/998030 | 1992-12-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU93056851A true RU93056851A (ru) | 1996-12-27 |
| RU2127253C1 RU2127253C1 (ru) | 1999-03-10 |
Family
ID=25544671
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU93056851A RU2127253C1 (ru) | 1992-12-29 | 1993-12-23 | Способ получения 2-алкил-6-метил-n-(1'-метокси-2'-пропил)-анилина и 2-алкил-6-метил-n- (1'-метокси-2'-пропил)-n-хлорацетанилида |
Country Status (34)
| Country | Link |
|---|---|
| US (1) | US5430188A (ru) |
| EP (1) | EP0605363B1 (ru) |
| JP (1) | JP3521285B2 (ru) |
| KR (1) | KR100271775B1 (ru) |
| CN (1) | CN1039994C (ru) |
| AT (1) | ATE139223T1 (ru) |
| AU (1) | AU667989B2 (ru) |
| BG (1) | BG61481B1 (ru) |
| BR (1) | BR9305272A (ru) |
| CA (1) | CA2112416C (ru) |
| CZ (1) | CZ286376B6 (ru) |
| DE (1) | DE69303155T2 (ru) |
| DK (1) | DK0605363T3 (ru) |
| EE (1) | EE03069B1 (ru) |
| FI (1) | FI113639B (ru) |
| GE (1) | GEP19991732B (ru) |
| GR (1) | GR3020221T3 (ru) |
| HR (1) | HRP931521B1 (ru) |
| HU (2) | HU213259B (ru) |
| IL (1) | IL108204A (ru) |
| LT (1) | LT3260B (ru) |
| LV (1) | LV10859B (ru) |
| MX (1) | MX9307814A (ru) |
| MY (1) | MY109091A (ru) |
| NO (2) | NO180536C (ru) |
| NZ (1) | NZ250549A (ru) |
| PH (1) | PH29918A (ru) |
| PL (1) | PL177669B1 (ru) |
| RO (2) | RO117320B1 (ru) |
| RU (1) | RU2127253C1 (ru) |
| SI (1) | SI9300692B (ru) |
| SK (1) | SK280155B6 (ru) |
| TR (1) | TR27179A (ru) |
| ZA (1) | ZA939720B (ru) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HRP960295A2 (en) * | 1995-07-06 | 1997-08-31 | Ciba Geigy Ag | Process for the hydrogenation of imines in the presence of immobilized iridium-diphosphine catalysts |
| HRP960302A2 (en) * | 1995-07-26 | 1998-04-30 | Ciba Geigy Ag | Process for the hydrogenation of imines |
| US6140538A (en) | 1998-05-18 | 2000-10-31 | Flexsys America L.P. | Process for preparing 4-aminodiphenylamines |
| MXPA02004081A (es) * | 1999-12-17 | 2002-10-11 | Warner Lambert Res & Dev | Un aparato para remover catalizador piroforico. |
| US8076518B2 (en) | 2005-03-28 | 2011-12-13 | Albemarle Corporation | Chain extenders |
| EP2143707B1 (en) * | 2005-03-28 | 2018-04-11 | Line-X LLC | Secondary diamine |
| US7964695B2 (en) * | 2005-03-28 | 2011-06-21 | Albemarle Corporation | Chain extenders |
| WO2007079367A1 (en) * | 2005-12-30 | 2007-07-12 | Albemarle Corporation | Diamines having reduced color |
| US8143365B2 (en) * | 2007-01-10 | 2012-03-27 | Albemarle Corporation | Formulations for reaction injection molding and for spray systems |
| BRPI0907343A8 (pt) * | 2008-04-17 | 2017-05-23 | United Phosphorus Ltd | Hidrogenação de iminas |
| EP2892877B1 (en) | 2012-09-06 | 2017-06-21 | Council of Scientific and Industrial Research | Process for the preparation of (s)-2-ethyl-n-(1-methoxypropan -2-yl)-6-methyl aniline |
| CN102887832B (zh) * | 2012-09-29 | 2014-07-16 | 西安近代化学研究所 | 一种水相反应合成大位阻氯乙酰胺化合物的方法 |
| CN104445068B (zh) * | 2014-11-21 | 2016-09-28 | 山东侨昌化学有限公司 | 一种异丙甲草胺生产过程中副产氢气的回收方法 |
| CN104803875A (zh) * | 2015-03-27 | 2015-07-29 | 江苏长青农化南通有限公司 | 一种s-异丙甲草胺的合成方法 |
| CN105461580B (zh) * | 2015-11-12 | 2018-04-20 | 上虞颖泰精细化工有限公司 | 一种异丙甲草胺的合成方法 |
| CN109280012A (zh) * | 2017-07-19 | 2019-01-29 | 山东侨昌化学有限公司 | 一种无溶剂合成异丙甲草胺中间体2-乙基-6-甲基-n-（1’-甲氧基-2’-丙基）苯胺的方法 |
| CN115784909A (zh) * | 2022-11-30 | 2023-03-14 | 浙江工业大学 | 一种合成2-乙基-n-（2-甲氧基-1-甲基乙基）-6-甲基苯胺的方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3937730A (en) | 1972-06-06 | 1976-02-10 | Ciba-Geigy Corporation | Plant growth regulating agent |
| US4200451A (en) * | 1972-06-06 | 1980-04-29 | Ciba-Geigy Corporation | Plant growth regulating agent |
| US3929855A (en) * | 1974-10-10 | 1975-12-30 | Monsanto Co | N-1,3-Dimethylbutyl-N{40 -1,4-dimethylpentyl-p-phenylenediamine antiozonants |
| US4463191A (en) * | 1983-09-26 | 1984-07-31 | The Goodyear Tire & Rubber Company | Process for the reductive alkylation of aromatic nitro-containing compounds with ketones or aldehydes |
| CS270548B1 (en) | 1989-01-20 | 1990-07-12 | Beska Emanuel | Method of 2-ethyl-6-methyl-n-/1 -methoxy-2-propyl/aniline preparation |
-
1993
- 1993-12-02 MY MYPI93002557A patent/MY109091A/en unknown
- 1993-12-10 MX MX9307814A patent/MX9307814A/es unknown
- 1993-12-10 LT LTIP1586A patent/LT3260B/lt not_active IP Right Cessation
- 1993-12-15 US US08/168,034 patent/US5430188A/en not_active Expired - Lifetime
- 1993-12-17 GE GEAP19931688D patent/GEP19991732B/en unknown
- 1993-12-21 AT AT93810895T patent/ATE139223T1/de not_active IP Right Cessation
- 1993-12-21 DK DK93810895.8T patent/DK0605363T3/da active
- 1993-12-21 DE DE69303155T patent/DE69303155T2/de not_active Expired - Lifetime
- 1993-12-21 EP EP93810895A patent/EP0605363B1/en not_active Expired - Lifetime
- 1993-12-22 NZ NZ250549A patent/NZ250549A/en not_active IP Right Cessation
- 1993-12-23 RU RU93056851A patent/RU2127253C1/ru active
- 1993-12-24 AU AU52681/93A patent/AU667989B2/en not_active Expired
- 1993-12-24 KR KR1019930030083A patent/KR100271775B1/ko not_active IP Right Cessation
- 1993-12-24 CA CA002112416A patent/CA2112416C/en not_active Expired - Lifetime
- 1993-12-27 RO ROA200100609A patent/RO117320B1/ro unknown
- 1993-12-27 PL PL93301650A patent/PL177669B1/pl unknown
- 1993-12-27 RO RO93-01795A patent/RO117018B1/ro unknown
- 1993-12-27 SK SK1488-93A patent/SK280155B6/sk not_active IP Right Cessation
- 1993-12-27 CN CN93121226A patent/CN1039994C/zh not_active Expired - Lifetime
- 1993-12-27 CZ CZ19932902A patent/CZ286376B6/cs not_active IP Right Cessation
- 1993-12-27 FI FI935886A patent/FI113639B/fi not_active IP Right Cessation
- 1993-12-28 NO NO934861A patent/NO180536C/no not_active IP Right Cessation
- 1993-12-28 HU HU9303775A patent/HU213259B/hu unknown
- 1993-12-28 BR BR9305272A patent/BR9305272A/pt not_active IP Right Cessation
- 1993-12-28 HU HUP9603419A patent/HU216027B/hu unknown
- 1993-12-28 IL IL108204A patent/IL108204A/xx not_active IP Right Cessation
- 1993-12-28 PH PH47562A patent/PH29918A/en unknown
- 1993-12-28 BG BG98337A patent/BG61481B1/bg unknown
- 1993-12-28 JP JP35319893A patent/JP3521285B2/ja not_active Expired - Fee Related
- 1993-12-28 LV LVP-93-1381A patent/LV10859B/en unknown
- 1993-12-28 HR HR07/998,030A patent/HRP931521B1/xx not_active IP Right Cessation
- 1993-12-28 TR TR01225/93A patent/TR27179A/xx unknown
- 1993-12-28 ZA ZA939720A patent/ZA939720B/xx unknown
- 1993-12-29 SI SI9300692A patent/SI9300692B/sl unknown
-
1994
- 1994-11-17 EE EE9400329A patent/EE03069B1/xx unknown
-
1996
- 1996-06-13 GR GR960401462T patent/GR3020221T3/el unknown
- 1996-07-15 NO NO962959A patent/NO301418B1/no not_active IP Right Cessation
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