GB1034483A - A process for the manufacture of pyridine derivatives - Google Patents
A process for the manufacture of pyridine derivativesInfo
- Publication number
- GB1034483A GB1034483A GB1116763A GB1116763A GB1034483A GB 1034483 A GB1034483 A GB 1034483A GB 1116763 A GB1116763 A GB 1116763A GB 1116763 A GB1116763 A GB 1116763A GB 1034483 A GB1034483 A GB 1034483A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- acid
- dienophile
- nitro
- oxazole
- 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 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- GWHJZXXIDMPWGX-UHFFFAOYSA-N 1,2,4-trimethylbenzene Chemical compound CC1=CC=C(C)C(C)=C1 GWHJZXXIDMPWGX-UHFFFAOYSA-N 0.000 abstract 2
- PUMREIFKTMLCAF-UHFFFAOYSA-N 4-methyl-1,3-oxazole Chemical compound CC1=COC=N1 PUMREIFKTMLCAF-UHFFFAOYSA-N 0.000 abstract 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000006356 dehydrogenation reaction Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- VBEGHXKAFSLLGE-UHFFFAOYSA-N n-phenylnitramide Chemical class [O-][N+](=O)NC1=CC=CC=C1 VBEGHXKAFSLLGE-UHFFFAOYSA-N 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 235000019260 propionic acid Nutrition 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- -1 pyridine compound Chemical class 0.000 abstract 1
- LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 abstract 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 abstract 1
- 230000009466 transformation Effects 0.000 abstract 1
- 229940011671 vitamin b6 Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- 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
- C07D213/60—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 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
- C07D213/66—One oxygen atom attached in position 3 or 5 having in position 3 an oxygen atom and in each of the positions 4 and 5 a carbon atom bound to an oxygen, sulphur, or nitrogen atom, e.g. pyridoxal
- C07D213/67—2-Methyl-3-hydroxy-4,5-bis(hydroxy-methyl)pyridine, i.e. pyridoxine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Heat Treatments In General, Especially Conveying And Cooling (AREA)
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL127791D NL127791C (enrdf_load_stackoverflow) | 1963-03-21 | ||
| GB1116763A GB1034483A (en) | 1963-03-21 | 1963-03-21 | A process for the manufacture of pyridine derivatives |
| CH305164A CH451136A (de) | 1963-03-21 | 1964-03-10 | Verfahren zur Herstellung von Pyridoxin |
| BR15746464A BR6457464D0 (pt) | 1963-03-21 | 1964-03-11 | Processo para a preparacao de derivados de piridina |
| DEH52045A DE1229533B (de) | 1963-03-21 | 1964-03-13 | Verfahren zur Herstellung von Pyridinderivaten |
| FR967630A FR1394321A (fr) | 1963-03-21 | 1964-03-17 | Procédé pour la préparation de dérivés de pyridine |
| CS155664A CS167215B2 (enrdf_load_stackoverflow) | 1963-03-21 | 1964-03-18 | |
| BE645469D BE645469A (enrdf_load_stackoverflow) | 1963-03-21 | 1964-03-20 | |
| ES0297819A ES297819A1 (es) | 1963-03-21 | 1964-03-20 | Procedimiento para la fabricaciën de derivados de piridina |
| DK144464A DK115328B (da) | 1963-03-21 | 1964-03-20 | Fremgangsmåde til fremstilling af 4,5-disubstituerede 2-methyl-3-hydroxy-pyridinderivater eller syreadditionssalte deraf. |
| SE347964A SE323677B (enrdf_load_stackoverflow) | 1963-03-21 | 1964-03-20 | |
| NO15254264A NO121661B (enrdf_load_stackoverflow) | 1963-03-21 | 1964-03-20 | |
| NL6403004A NL6403004A (enrdf_load_stackoverflow) | 1963-03-21 | 1964-03-20 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1116763A GB1034483A (en) | 1963-03-21 | 1963-03-21 | A process for the manufacture of pyridine derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1034483A true GB1034483A (en) | 1966-06-29 |
Family
ID=9981248
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1116763A Expired GB1034483A (en) | 1963-03-21 | 1963-03-21 | A process for the manufacture of pyridine derivatives |
Country Status (11)
-
0
- NL NL127791D patent/NL127791C/xx active
-
1963
- 1963-03-21 GB GB1116763A patent/GB1034483A/en not_active Expired
-
1964
- 1964-03-10 CH CH305164A patent/CH451136A/de unknown
- 1964-03-11 BR BR15746464A patent/BR6457464D0/pt unknown
- 1964-03-13 DE DEH52045A patent/DE1229533B/de active Pending
- 1964-03-18 CS CS155664A patent/CS167215B2/cs unknown
- 1964-03-20 NL NL6403004A patent/NL6403004A/xx unknown
- 1964-03-20 NO NO15254264A patent/NO121661B/no unknown
- 1964-03-20 DK DK144464A patent/DK115328B/da unknown
- 1964-03-20 BE BE645469D patent/BE645469A/xx unknown
- 1964-03-20 ES ES0297819A patent/ES297819A1/es not_active Expired
- 1964-03-20 SE SE347964A patent/SE323677B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BR6457464D0 (pt) | 1973-07-17 |
| NL6403004A (enrdf_load_stackoverflow) | 1964-09-22 |
| SE323677B (enrdf_load_stackoverflow) | 1970-05-11 |
| DK115328B (da) | 1969-09-29 |
| NL127791C (enrdf_load_stackoverflow) | |
| CH451136A (de) | 1968-05-15 |
| CS167215B2 (enrdf_load_stackoverflow) | 1976-04-29 |
| DE1229533B (de) | 1966-12-01 |
| NO121661B (enrdf_load_stackoverflow) | 1971-03-29 |
| BE645469A (enrdf_load_stackoverflow) | 1964-09-21 |
| ES297819A1 (es) | 1964-09-01 |
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