RU95121817A - Способ получения 3-метилпиперидина и 3-метилпиридина - Google Patents
Способ получения 3-метилпиперидина и 3-метилпиридинаInfo
- Publication number
- RU95121817A RU95121817A RU95121817/04A RU95121817A RU95121817A RU 95121817 A RU95121817 A RU 95121817A RU 95121817/04 A RU95121817/04 A RU 95121817/04A RU 95121817 A RU95121817 A RU 95121817A RU 95121817 A RU95121817 A RU 95121817A
- Authority
- RU
- Russia
- Prior art keywords
- methyl
- producing
- catalyst
- diaminopentane
- dehydrogenation
- Prior art date
Links
- JEGMWWXJUXDNJN-UHFFFAOYSA-N 3-methylpiperidine Chemical compound CC1CCCNC1 JEGMWWXJUXDNJN-UHFFFAOYSA-N 0.000 title claims 3
- ITQTTZVARXURQS-UHFFFAOYSA-N 3-Methylpyridine Chemical compound CC1=CC=CN=C1 ITQTTZVARXURQS-UHFFFAOYSA-N 0.000 title claims 2
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 239000003054 catalyst Substances 0.000 claims 5
- 238000006356 dehydrogenation reaction Methods 0.000 claims 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 4
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 claims 3
- 229910018072 Al 2 O 3 Inorganic materials 0.000 claims 2
- 229910000510 noble metal Inorganic materials 0.000 claims 2
- 229910052763 palladium Inorganic materials 0.000 claims 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 2
- ZWRMSOMIVOVMQX-UHFFFAOYSA-M 2-(2-aminoethyldisulfanyl)ethanamine;palladium(2+);chloride Chemical compound [Cl-].[Pd+2].NCCSSCCN ZWRMSOMIVOVMQX-UHFFFAOYSA-M 0.000 claims 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N AI2O3 Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 1
- 229910021486 amorphous silicon dioxide Inorganic materials 0.000 claims 1
- 238000005342 ion exchange Methods 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 235000012239 silicon dioxide Nutrition 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- 239000010457 zeolite Substances 0.000 claims 1
Claims (6)
1. Способ получения 3-метил-пиперидина из 2-метил-1,5-диаминопентана в газовой фазе, отличающийся тем, что газообразный 2-метил-1,5-диаминопентан при температуре 300 - 400oС и давлении 0 - 10 бар без добавки аммиака пропускают через катализатор, который состоит из активированного Al2O3, смешанного оксида алюминия с диоксидом кремния или природного или синтетического цеолита, имеет на поверхности соотношение кислых к основным центрам выше 2 и удельная поверхность которого составляет выше 40 м2/г.
2. Способ получения 3-метилпиридина, отличающийся тем, что сначала, по п. 1, получают из 2-метил-1,5- диаминопентана 3- метилпиперидин и его затем пропускают через второй катализатор в качестве катализатора дегидрирования.
3. Способ по п. 2, отличающийся тем, что дегидрирование осуществляют при 220 - 400oС.
4. Способ по п. 2 или 3, отличающийся тем, что в качестве катализатора дегидрирования применяют благородный металл на носителе.
5. Способ по п. 4, отличающийся тем, что в качестве благородного металла используют платину или палладий.
6. Способ по п. 5, отличающийся тем, что в качестве катализатора дегидрирования используют палладий на аморфном SiO2/Al2O3, приготовленном путем ионообмена с растворимым комплексом палладия.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH101493 | 1993-04-02 | ||
| CH1014/93 | 1993-04-02 | ||
| CH37/94 | 1994-01-06 | ||
| CH3794A CH686135A5 (de) | 1994-01-06 | 1994-01-06 | Verfahren zur Herstellung von 3-Methylpiperidin und 3-Methylpyridin. |
| PCT/EP1994/001005 WO1994022824A1 (de) | 1993-04-02 | 1994-03-30 | Verfahren zur herstellung von 3-methylpiperidin und 3-methylpyridin durch katalytische cyclisierung von 2-methyl-1, 5-diaminopentan |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU95121817A true RU95121817A (ru) | 1997-11-27 |
| RU2127726C1 RU2127726C1 (ru) | 1999-03-20 |
Family
ID=25683321
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU95121817A RU2127726C1 (ru) | 1993-04-02 | 1994-03-30 | Способ получения 3-метилпиперидина и 3-метилпиридина |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US5714610A (ru) |
| EP (1) | EP0691955B1 (ru) |
| JP (1) | JP3520519B2 (ru) |
| KR (1) | KR100276748B1 (ru) |
| AT (1) | ATE153658T1 (ru) |
| BG (1) | BG62767B1 (ru) |
| BR (1) | BR9405915A (ru) |
| CA (1) | CA2159586C (ru) |
| CZ (1) | CZ287321B6 (ru) |
| DE (1) | DE59402925D1 (ru) |
| DK (1) | DK0691955T3 (ru) |
| EE (1) | EE03176B1 (ru) |
| ES (1) | ES2104377T3 (ru) |
| FI (1) | FI112473B (ru) |
| GE (1) | GEP20012441B (ru) |
| GR (1) | GR3024294T3 (ru) |
| HR (1) | HRP940211B1 (ru) |
| IL (1) | IL109173A (ru) |
| LV (1) | LV12129B (ru) |
| NO (1) | NO303937B1 (ru) |
| PL (1) | PL177347B1 (ru) |
| RO (2) | RO121267B1 (ru) |
| RU (1) | RU2127726C1 (ru) |
| SK (1) | SK281702B6 (ru) |
| TW (1) | TW239129B (ru) |
| UA (1) | UA42717C2 (ru) |
| WO (1) | WO1994022824A1 (ru) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GEP20012441B (en) * | 1993-04-02 | 2001-05-25 | Lonza Ag | Process for Preparing 3-Methylpiperidine and 3-Methylpyridine |
| CH689831A5 (de) * | 1995-11-07 | 1999-12-15 | Eprova Ag | Stabile kristalline Tetrahydrofolsaeure-Salze. |
| ZA968485B (en) | 1995-11-01 | 1997-05-20 | Lonza Ag | Process for preparing nicotinamide |
| DE10144631A1 (de) * | 2001-09-11 | 2003-03-27 | Basf Ag | Verfahren zur Herstellung von Pyrrol und Pyridin |
| US6995112B2 (en) * | 2002-11-08 | 2006-02-07 | Chevron U.S.A. Inc. | Highly homogeneous amorphous silica-alumina catalyst composition |
| CA2736305A1 (en) * | 2008-09-26 | 2010-04-01 | Dsm Ip Assets B.V. | Method for the preparation of 3-methylpyridine |
| US8530664B2 (en) * | 2009-10-16 | 2013-09-10 | Lonza Ltd. | Catalysts for the preparation of methylpyridine |
| EP2322273A1 (en) * | 2009-10-16 | 2011-05-18 | Lonza Ltd. | Catalysts for the preparation of methylpyridine |
| RU2474473C1 (ru) * | 2011-09-16 | 2013-02-10 | Российская Федерация, От Имени Которой Выступает Министерство Промышленности И Торговли Российской Федерации | КАТАЛИЗАТОР, СПОСОБ ЕГО ПРИГОТОВЛЕНИЯ И СПОСОБ ПОЛУЧЕНИЯ β-ПИКОЛИНА |
| CN103044317B (zh) * | 2013-01-07 | 2015-07-29 | 清华大学 | 制备3-甲基吡啶的方法和系统 |
| CN104841475B (zh) * | 2014-02-17 | 2018-09-11 | 凯赛（金乡）生物材料有限公司 | 一种用于制备哌啶的改性分子筛催化剂及其制备方法和应用 |
| CN112010802B (zh) * | 2020-08-13 | 2022-03-29 | 浙江新和成股份有限公司 | 3-甲基吡啶的连续制备方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1115492A (fr) * | 1953-12-16 | 1956-04-25 | Ici Ltd | Fabrication de la pipéridine et de la pyridine |
| GB755534A (en) * | 1953-12-16 | 1956-08-22 | Ici Ltd | Catalytic cyclisation of pentamethylene diamine |
| US3903079A (en) * | 1971-08-27 | 1975-09-02 | Celanese Corp | Production of polymethylenimines by cycloammonolysis |
| DE2519529B2 (de) * | 1975-05-02 | 1979-08-09 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur Herstellung von 3-Methylpyridin |
| FR2503156A1 (fr) * | 1981-04-01 | 1982-10-08 | Rhone Poulenc Spec Chim | Procede de preparation de pyridine et de pyridines substituees |
| CH654576A5 (en) * | 1982-07-29 | 1986-02-28 | Lonza Ag | Process for the preparation of 3-methylpyridine |
| GB8425969D0 (en) * | 1984-10-15 | 1984-11-21 | Ici Plc | Heterocyclic compounds |
| US5179014A (en) * | 1985-01-08 | 1993-01-12 | Nitto Chemical Industry Co., Ltd. | Process for the preparation of amides using microorganisms |
| JPS61162193A (ja) * | 1985-01-08 | 1986-07-22 | Nitto Chem Ind Co Ltd | 微生物によるアミド類の製造法 |
| MX169933B (es) * | 1987-09-18 | 1993-08-02 | Hideaki Yamada | Procedimiento para la produccion biologica de amidas |
| IL90918A (en) * | 1988-07-11 | 1993-05-13 | Reilly Ind Inc | Process for selective production of 3-methylpyridine |
| US5149816A (en) * | 1988-07-11 | 1992-09-22 | Reilly Industries | High temperature process for selective production of 3-methylpyridine |
| US5258305A (en) * | 1991-09-13 | 1993-11-02 | Nitto Chemical Industry Co., Ltd. | Manufacture of optically active 2-phenylpropionic acid and 2-phenylpropionamide from the nitrile using Rhodococcus equi |
| GEP20012441B (en) * | 1993-04-02 | 2001-05-25 | Lonza Ag | Process for Preparing 3-Methylpiperidine and 3-Methylpyridine |
| CN1086311C (zh) * | 1994-05-23 | 2002-06-19 | 隆萨股份公司 | 烷基吡啶的氧化氨解 |
-
1994
- 1994-03-25 GE GEAP19941824A patent/GEP20012441B/en unknown
- 1994-03-30 UA UA95094345A patent/UA42717C2/ru unknown
- 1994-03-30 CA CA002159586A patent/CA2159586C/en not_active Expired - Lifetime
- 1994-03-30 SK SK1226-95A patent/SK281702B6/sk not_active IP Right Cessation
- 1994-03-30 RO ROA200201005A patent/RO121267B1/ro unknown
- 1994-03-30 WO PCT/EP1994/001005 patent/WO1994022824A1/de active IP Right Grant
- 1994-03-30 BR BR9405915A patent/BR9405915A/pt not_active IP Right Cessation
- 1994-03-30 RO RO95-01676A patent/RO117914B1/ro unknown
- 1994-03-30 DK DK94913092.6T patent/DK0691955T3/da not_active Application Discontinuation
- 1994-03-30 HR HR940211A patent/HRP940211B1/xx not_active IP Right Cessation
- 1994-03-30 KR KR1019950704170A patent/KR100276748B1/ko not_active IP Right Cessation
- 1994-03-30 US US08/525,744 patent/US5714610A/en not_active Expired - Lifetime
- 1994-03-30 ES ES94913092T patent/ES2104377T3/es not_active Expired - Lifetime
- 1994-03-30 PL PL94311006A patent/PL177347B1/pl unknown
- 1994-03-30 CZ CZ19952542A patent/CZ287321B6/cs not_active IP Right Cessation
- 1994-03-30 RU RU95121817A patent/RU2127726C1/ru active
- 1994-03-30 AT AT94913092T patent/ATE153658T1/de active
- 1994-03-30 DE DE59402925T patent/DE59402925D1/de not_active Expired - Lifetime
- 1994-03-30 EP EP94913092A patent/EP0691955B1/de not_active Expired - Lifetime
- 1994-03-30 JP JP52167394A patent/JP3520519B2/ja not_active Expired - Fee Related
- 1994-03-30 IL IL10917394A patent/IL109173A/en not_active IP Right Cessation
- 1994-04-23 TW TW083103633A patent/TW239129B/zh not_active IP Right Cessation
- 1994-06-29 EE EE9400069A patent/EE03176B1/xx not_active IP Right Cessation
-
1995
- 1995-09-29 FI FI954660A patent/FI112473B/fi not_active IP Right Cessation
- 1995-09-29 NO NO953896A patent/NO303937B1/no not_active IP Right Cessation
- 1995-10-25 BG BG100095A patent/BG62767B1/bg unknown
-
1997
- 1997-07-30 GR GR970401943T patent/GR3024294T3/el unknown
-
1998
- 1998-05-28 LV LVP-98-124A patent/LV12129B/lv unknown
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