GB1304155A - - Google Patents
Info
- Publication number
- GB1304155A GB1304155A GB2613171*A GB2613171A GB1304155A GB 1304155 A GB1304155 A GB 1304155A GB 2613171 A GB2613171 A GB 2613171A GB 1304155 A GB1304155 A GB 1304155A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxohexanenitrile
- pyridines
- oxoheptanenitrile
- methyl
- converted
- 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.)
- Expired
Links
- 150000003222 pyridines Chemical class 0.000 abstract 4
- AEVMBQIIZGKQRB-UHFFFAOYSA-N 5-oxohexanenitrile Chemical compound CC(=O)CCCC#N AEVMBQIIZGKQRB-UHFFFAOYSA-N 0.000 abstract 3
- LBUJPTNKIBCYBY-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinoline Chemical compound C1=CC=C2CCCNC2=C1 LBUJPTNKIBCYBY-UHFFFAOYSA-N 0.000 abstract 2
- HPYNZHMRTTWQTB-UHFFFAOYSA-N 2,3-dimethylpyridine Chemical compound CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 abstract 2
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 abstract 2
- YJNQITHVCLOUMM-UHFFFAOYSA-N 5-oxoheptanenitrile Chemical compound CCC(=O)CCCC#N YJNQITHVCLOUMM-UHFFFAOYSA-N 0.000 abstract 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- DRLFSUDDXLQHJT-UHFFFAOYSA-N 2,3-dimethylpiperidine Chemical compound CC1CCCNC1C DRLFSUDDXLQHJT-UHFFFAOYSA-N 0.000 abstract 1
- NNWUEBIEOFQMSS-UHFFFAOYSA-N 2-Methylpiperidine Chemical compound CC1CCCCN1 NNWUEBIEOFQMSS-UHFFFAOYSA-N 0.000 abstract 1
- QBBKKFZGCDJDQK-UHFFFAOYSA-N 2-ethylpiperidine Chemical compound CCC1CCCCN1 QBBKKFZGCDJDQK-UHFFFAOYSA-N 0.000 abstract 1
- NRGGMCIBEHEAIL-UHFFFAOYSA-N 2-ethylpyridine Chemical compound CCC1=CC=CC=N1 NRGGMCIBEHEAIL-UHFFFAOYSA-N 0.000 abstract 1
- BXYHISUMXGPDKC-UHFFFAOYSA-N 4-methyl-5-oxoheptanenitrile Chemical compound CCC(=O)C(C)CCC#N BXYHISUMXGPDKC-UHFFFAOYSA-N 0.000 abstract 1
- NWVJJSXURDQKFU-UHFFFAOYSA-N 4-methyl-5-oxohexanenitrile Chemical compound CC(=O)C(C)CCC#N NWVJJSXURDQKFU-UHFFFAOYSA-N 0.000 abstract 1
- YQDGQEKUTLYWJU-UHFFFAOYSA-N 5,6,7,8-tetrahydroquinoline Chemical compound C1=CC=C2CCCCC2=N1 YQDGQEKUTLYWJU-UHFFFAOYSA-N 0.000 abstract 1
- NQULVRFEVUXZQS-UHFFFAOYSA-N 5-oxo-4-phenylhexanenitrile Chemical compound N#CCCC(C(=O)C)C1=CC=CC=C1 NQULVRFEVUXZQS-UHFFFAOYSA-N 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexyloxide Natural products O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052737 gold Inorganic materials 0.000 abstract 1
- 239000010931 gold Substances 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- JSGHQDAEHDRLOI-UHFFFAOYSA-N oxomalononitrile Chemical class N#CC(=O)C#N JSGHQDAEHDRLOI-UHFFFAOYSA-N 0.000 abstract 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 1
- 229910052709 silver Inorganic materials 0.000 abstract 1
- 239000004332 silver Substances 0.000 abstract 1
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
- C07D213/06—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 containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
- C07D213/08—Preparation by ring-closure
-
- 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
- C07D211/08—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/12—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with only hydrogen atoms attached to the ring nitrogen atom
-
- 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
- C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
- C07D211/70—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 one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyridine Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Quinoline Compounds (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL7004993.A NL164029C (nl) | 1970-04-08 | 1970-04-08 | Bereiding van c-gesubstitueerde pyridinen eventueel ge- mengd met de overeenkomstige gehydrogeneerde c-ge- subtitueerde pyridinen. |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1304155A true GB1304155A (enrdf_load_stackoverflow) | 1973-01-24 |
Family
ID=19809794
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2613171*A Expired GB1304155A (enrdf_load_stackoverflow) | 1970-04-08 | 1971-04-19 |
Country Status (13)
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2459095A1 (de) * | 1973-12-15 | 1975-06-26 | Stamicarbon | Verfahren zur herstellung eines gegebenenfalls c-substituierten chinolins |
US4154933A (en) * | 1973-12-15 | 1979-05-15 | Stamicarbon, B.V. | Process for the preparation of quinolines |
US4276419A (en) | 1978-09-20 | 1981-06-30 | Stamicarbon, B.V. | Process for the preparation of C-substituted pyridines and/or hydrogenated C-substituted pyridines, C-substituted quinolines and/or hydrogenated quinolines |
US4294968A (en) * | 1979-06-29 | 1981-10-13 | The Dow Chemical Company | Method for preparing α-picoline from 5-oxohexanenitrile |
US5254712A (en) * | 1990-01-06 | 1993-10-19 | Stamicarbon B.V. | Process for the preparation of 5-oxohexane nitriles and the compound 2,4-dimethyl-5-oxohexane nitrile |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL9000034A (nl) * | 1990-01-06 | 1991-08-01 | Stamicarbon | Werkwijze voor de bereiding van 5-oxohexaannitrillen alsmede de stof 2,4-dimethyl-5-oxohexaannitril. |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE904532C (de) * | 1940-11-02 | 1954-02-18 | Bayer Ag | Verfahren zur Herstellung von Piperidinverbindungen |
US3007931A (en) * | 1959-03-09 | 1961-11-07 | Phillips Petroleum Co | Production of unsaturated heterocyclic nitrogen bases |
-
1970
- 1970-04-08 NL NL7004993.A patent/NL164029C/xx not_active IP Right Cessation
-
1971
- 1971-04-06 ES ES389955A patent/ES389955A1/es not_active Expired
- 1971-04-07 SE SE7104613A patent/SE389865B/xx unknown
- 1971-04-07 ZA ZA712221A patent/ZA712221B/xx unknown
- 1971-04-07 CH CH508671A patent/CH551971A/xx not_active IP Right Cessation
- 1971-04-07 BR BR2091/71A patent/BR7102091D0/pt unknown
- 1971-04-07 BE BE765409A patent/BE765409A/xx not_active IP Right Cessation
- 1971-04-08 AT AT300171A patent/AT306018B/de not_active IP Right Cessation
- 1971-04-08 JP JP46022041A patent/JPS5212197B1/ja active Pending
- 1971-04-08 FR FR7112478A patent/FR2089392A5/fr not_active Expired
- 1971-04-08 CA CA109,973A patent/CA981268A/en not_active Expired
- 1971-04-08 DE DE2117360A patent/DE2117360C2/de not_active Expired
- 1971-04-19 GB GB2613171*A patent/GB1304155A/en not_active Expired
-
1975
- 1975-12-09 JP JP50146791A patent/JPS51105077A/ja active Granted
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2459095A1 (de) * | 1973-12-15 | 1975-06-26 | Stamicarbon | Verfahren zur herstellung eines gegebenenfalls c-substituierten chinolins |
US4028362A (en) * | 1973-12-15 | 1977-06-07 | Stamicarbon B. V. | Process for the preparation of quinolines |
US4154933A (en) * | 1973-12-15 | 1979-05-15 | Stamicarbon, B.V. | Process for the preparation of quinolines |
US4276419A (en) | 1978-09-20 | 1981-06-30 | Stamicarbon, B.V. | Process for the preparation of C-substituted pyridines and/or hydrogenated C-substituted pyridines, C-substituted quinolines and/or hydrogenated quinolines |
US4294968A (en) * | 1979-06-29 | 1981-10-13 | The Dow Chemical Company | Method for preparing α-picoline from 5-oxohexanenitrile |
US5254712A (en) * | 1990-01-06 | 1993-10-19 | Stamicarbon B.V. | Process for the preparation of 5-oxohexane nitriles and the compound 2,4-dimethyl-5-oxohexane nitrile |
US5334721A (en) * | 1990-01-06 | 1994-08-02 | Stamicarbon B.V. | 2,4-dimethyl-5-oxohexane and a method of use therefor |
Also Published As
Publication number | Publication date |
---|---|
NL164029B (nl) | 1980-06-16 |
NL7004993A (enrdf_load_stackoverflow) | 1971-10-12 |
FR2089392A5 (enrdf_load_stackoverflow) | 1972-01-07 |
ZA712221B (en) | 1971-12-29 |
DE2117360A1 (de) | 1971-10-28 |
ES389955A1 (es) | 1974-03-01 |
JPS51105077A (en) | 1976-09-17 |
JPS532872B2 (enrdf_load_stackoverflow) | 1978-02-01 |
DE2117360C2 (de) | 1986-12-18 |
SE389865B (sv) | 1976-11-22 |
BE765409A (fr) | 1971-10-07 |
BR7102091D0 (pt) | 1973-04-17 |
CA981268A (en) | 1976-01-06 |
JPS5212197B1 (enrdf_load_stackoverflow) | 1977-04-05 |
AT306018B (de) | 1973-03-26 |
NL164029C (nl) | 1980-11-17 |
CH551971A (de) | 1974-07-31 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
429A | Application made for amendment of specification (sect. 29/1949) | ||
429H | Application (made) for amendment of specification now open to opposition (sect. 29/1949) | ||
PCNP | Patent ceased through non-payment of renewal fee |