NL8501735A - Werkwijze voor de bereiding van 4-amino 2,2,6,6-tetra-methylpiperidine. - Google Patents

Werkwijze voor de bereiding van 4-amino 2,2,6,6-tetra-methylpiperidine. Download PDF

Info

Publication number: NL8501735A
Authority: NL; Netherlands
Prior art keywords: pressure; tetramethyl; desired product; amino; preparation
Prior art date: 1985-06-13

Application number

NL8501735A

Other languages

English (en)

Dutch (nl)

Original Assignee

Nii Khim Dlya Polimernykh Mate

Priority date (The priority date 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 date listed.)

1985-06-13

Filing date

1985-06-15

Publication date

1987-01-02

1985-06-15 Application filed by Nii Khim Dlya Polimernykh Mate filed Critical Nii Khim Dlya Polimernykh Mate

1987-01-02 Publication of NL8501735A publication Critical patent/NL8501735A/nl

Links

238000000034 method Methods 0.000 title claims description 35
FTVFPPFZRRKJIH-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidin-4-amine Chemical compound CC1(C)CC(N)CC(C)(C)N1 FTVFPPFZRRKJIH-UHFFFAOYSA-N 0.000 title claims description 11
238000002360 preparation method Methods 0.000 title claims description 10
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 30
239000003054 catalyst Substances 0.000 claims description 17
229910021529 ammonia Inorganic materials 0.000 claims description 15
229910052739 hydrogen Inorganic materials 0.000 claims description 14
239000001257 hydrogen Substances 0.000 claims description 14
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
238000005984 hydrogenation reaction Methods 0.000 claims description 11
150000008044 alkali metal hydroxides Chemical class 0.000 claims description 4
VRJHQPZVIGNGMX-UHFFFAOYSA-N 4-piperidinone Chemical compound O=C1CCNCC1 VRJHQPZVIGNGMX-UHFFFAOYSA-N 0.000 claims description 3
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
239000000203 mixture Substances 0.000 claims description 3
-1 alkaline earth metal metal hydroxide Chemical class 0.000 claims 1
229910000000 metal hydroxide Inorganic materials 0.000 claims 1
JWUXJYZVKZKLTJ-UHFFFAOYSA-N Triacetonamine Chemical compound CC1(C)CC(=O)CC(C)(C)N1 JWUXJYZVKZKLTJ-UHFFFAOYSA-N 0.000 description 27
239000000047 product Substances 0.000 description 22
238000006243 chemical reaction Methods 0.000 description 11
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 9
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
239000004611 light stabiliser Substances 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
238000005576 amination reaction Methods 0.000 description 4
229910017052 cobalt Inorganic materials 0.000 description 4
239000010941 cobalt Substances 0.000 description 4
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 4
239000000463 material Substances 0.000 description 4
229910052759 nickel Inorganic materials 0.000 description 4
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
NPFYZDNDJHZQKY-UHFFFAOYSA-N 4-Hydroxybenzophenone Chemical class C1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 NPFYZDNDJHZQKY-UHFFFAOYSA-N 0.000 description 3
229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
229910052742 iron Inorganic materials 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
150000002739 metals Chemical class 0.000 description 3
230000000737 periodic effect Effects 0.000 description 3
239000007858 starting material Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
150000001342 alkaline earth metals Chemical class 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
238000009835 boiling Methods 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
229910001861 calcium hydroxide Inorganic materials 0.000 description 2
239000000920 calcium hydroxide Substances 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
238000004040 coloring Methods 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
150000004679 hydroxides Chemical class 0.000 description 2
NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 2
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
229910052753 mercury Inorganic materials 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
229910052697 platinum Inorganic materials 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
ZEPOIZSLOVHVIP-UHFFFAOYSA-N 1,2,2,3-tetramethylpiperidin-4-one Chemical compound CC1C(=O)CCN(C)C1(C)C ZEPOIZSLOVHVIP-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
239000007868 Raney catalyst Substances 0.000 description 1
229910000564 Raney nickel Inorganic materials 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000001816 cooling Methods 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
238000004821 distillation Methods 0.000 description 1
238000005265 energy consumption Methods 0.000 description 1
238000005194 fractionation Methods 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
238000003754 machining Methods 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
238000001179 sorption measurement Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Hydrogenated Pyridines (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

NL8501735A 1985-06-13 1985-06-15 Werkwijze voor de bereiding van 4-amino 2,2,6,6-tetra-methylpiperidine. NL8501735A (nl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GB8514952		1985-06-13
GB08514952A GB2176473B (en)	1985-06-13	1985-06-13	Preparation of 4-amino-2,2,6, 6-tetramethylpiperidine

Publications (1)

Publication Number	Publication Date
NL8501735A true NL8501735A (nl)	1987-01-02

Family

ID=10580675

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL8501735A NL8501735A (nl)	1985-06-13	1985-06-15	Werkwijze voor de bereiding van 4-amino 2,2,6,6-tetra-methylpiperidine.

Country Status (5)

Country	Link
JP (1)	JPS61293969A (fr)
CH (1)	CH664361A5 (fr)
DE (1)	DE3525387A1 (fr)
GB (1)	GB2176473B (fr)
NL (1)	NL8501735A (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1270975B (it) *	1993-06-03	1997-05-26	Ciba Geigy Spa	Composti piperidin-triazinici atti all'impiego come stabilizzanti allaluce, al calore e alla ossidazione per materiali organici
DE4442990A1 (de)	1994-12-02	1996-06-05	Huels Chemische Werke Ag	Verfahren zur Herstellung von 4-Amino-2,2,6,6-tetramethylpiperidin
DE19544599A1 (de) *	1995-11-30	1997-06-05	Huels Chemische Werke Ag	Kontinuierliches Verfahren zur Herstellung von 4-Amino-2,2,6,6-tetramethylpiperidin
DE19644770A1 (de) *	1996-10-28	1998-04-30	Basf Ag	Verfahren zur Herstellung von 4-Amino-2,2,6,6-tetramethylpiperidin (TAD) über das Zwischenprodukt 2,2,6,6-Tetramethyl-4-[(2,2,6,6-tetramethyl-4-piperidyliden)-amino]-piperidin
DE19709260A1 (de) *	1997-03-06	1998-09-10	Basf Ag	Verfahren zur Herstellung von 4-Amino-2,2,6,6-tetramethyl-piperidin
DE19743433C1 (de) *	1997-10-01	1999-04-22	Basf Ag	Verfahren zur Reinigung von 4-Amino-piperidinen
DE102008040045A1 (de) *	2008-02-01	2009-08-06	Evonik Degussa Gmbh	Verfahren zur Herstellung von 4-Amino-2,2,6,6-tetramethylpiperidin
EP2085384A1 (fr)	2008-02-01	2009-08-05	Evonik Degussa GmbH	Procédé destiné à la fabrication de 4-amino-2,2,6,6-tetramethylpiperidine
CN108484483A (zh) *	2018-05-01	2018-09-04	衡水凯亚化工有限公司	一种利用蒸馏-结晶组合法精制三丙酮胺的方法
CN109836370A (zh) *	2019-03-20	2019-06-04	萧县新秀新材料有限公司	特定pH范围的2,2,6,6-四甲基哌啶胺的合成法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3003843A1 (de) *	1980-02-02	1981-08-13	Chemische Werke Hüls AG, 4370 Marl	Verfahren zur herstellung von 4-amino-2,2,6,6-tetramethylpiperidin

1985
- 1985-06-12 CH CH249485A patent/CH664361A5/de not_active IP Right Cessation
- 1985-06-13 GB GB08514952A patent/GB2176473B/en not_active Expired
- 1985-06-15 NL NL8501735A patent/NL8501735A/nl not_active Application Discontinuation
- 1985-06-21 JP JP13441485A patent/JPS61293969A/ja active Granted
- 1985-07-16 DE DE19853525387 patent/DE3525387A1/de active Granted

Also Published As

Publication number	Publication date
DE3525387C2 (fr)	1988-12-08
JPS61293969A (ja)	1986-12-24
CH664361A5 (de)	1988-02-29
DE3525387A1 (de)	1987-01-22
GB2176473B (en)	1988-12-29
GB8514952D0 (en)	1985-07-17
JPH0445508B2 (fr)	1992-07-27
GB2176473A (en)	1986-12-31

Legal Events

Date	Code	Title	Description
1990-02-01	BV	The patent application has lapsed

Publication	Publication Date	Title
NL8501735A (nl)	1987-01-02	Werkwijze voor de bereiding van 4-amino 2,2,6,6-tetra-methylpiperidine.
CH619229A5 (fr)	1980-09-15
KR20000067886A (ko)	2000-11-25	6-아미노카프로니트릴로부터 카프롤락탐의 제조 방법
Matsushita et al.	1982	anti-Stereospecificity in the palladium-catalysed reactions of alkenyl-or aryl-metal derivatives with allylic electrophiles
Paquette et al.	1973	Unsaturated heterocyclic systems. XC. Uniparticulate electrophilic addition as a probe of possible bicycloaromatic and antibicycloaromatic carbonium ion character. Reactions of chlorosulfonyl isocyanate with exocyclic methylene precursors to such cations
JP5391155B2 (ja)	2014-01-15	ヒドロキシエチルシクロヘキサン及びヒドロキシエチルピペリジンの製造法
JP3152941B2 (ja)	2001-04-03	スピロ環式ドーパミンレセプターサブタイプリガンド
CA1336604C (fr)	1995-08-08	Methode de preparation de bis (2,2,6,6-tetramethyl-4-piperidyl)amine
Tani et al.	1964	Initiation reaction in the strong base catalyzed polymerization of acrylamide
Beak	1964	Equilibration studies: The determination of the relative thermodynamic stabilities of one set of isomeric pyrones
Lochte et al.	1960	The Nitrogen Compounds of Petroleum Distillates. XXIX. Identification of 5-Methyl-6, 7-dihydro-1, 5-pyridine
US3839338A (en)	1974-10-01	1,2,3,4,4A,5,10,10A-OCTAHYDROBENZO{8 g{9 QUINOLINES
US3214438A (en)	1965-10-26	3-substituted indoles
US3658824A (en)	1972-04-25	Process for the preparation of piperidine
CA1059534A (fr)	1979-07-31	Procede pour la preparation d'hydrazides d'acides n', n'-disubstitues
SU585809A3 (ru)	1977-12-25	Способ получени 2-пирролидона или его алкилзамещенных
Huffman	1962	Substances Related to the Iboga Alkaloids. Synthesis and Reactions of 3-(2-Indolyl) piperidine
US4012418A (en)	1977-03-15	Process for the preparation of pyrrolidone-2
US3634529A (en)	1972-01-11	Preparation of cyclopentane
US2694730A (en)	1954-11-16	Derivatives of bicyclooctene hydrocarbons and production thereof
Fayadh et al.	1966	Studies on the reaction of benzoyl peroxide with NN-dialkyl aromatic amines and other related compounds. Part I. The formation of N-p-dimethylaminobenzyl-N-methylaniline from NN-dimethylaniline
US3094534A (en)	1963-06-18	Process for preparing novel cyclic amines
Badger et al.	1949	243. The synthesis of piperidine derivatives. Part III. 5-Phenyl-1-aza bicyclo [3: 3: 1] nonane
TWI918875B (zh)	2026-03-21	製備n,n'-雙(2,2,6,6-四甲基哌啶-4-基)己烷-1,6-二胺之方法
US3906046A (en)	1975-09-16	Process for the production of 2-amino-1-butanol