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
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)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heat Treatments In General, Especially Conveying And Cooling (AREA)
Abstract
Pyridine compounds of the formula <FORM:1034483/C2/1> wherein the symbols R1 and R2 collectively designate an oxygen atom or together represent a grouping of the formula <FORM:1034483/C2/2> wherein each of R3 and R4 represent a hydrogen atom or an alkyl, aryl or acyl group or R3 and R4 together represent an alkylene group, are produced (a) by heating 4-methyl-oxazole with a dienophile of the formula <FORM:1034483/C2/3> in the presence of a dehydrogenating agent or (b) by heating 4-methyl-oxazole with a dienophile of said formula and treating the product thus obtained with a dehydrogenating agent. The preparations are preferably effected under pressure, at 150 DEG to 200 DEG C. in the presence of an antioxidant or in the atmosphere of an inert gas. Solvents, e.g. acetic acid, propionic acid, methanol, dioxane, triethylamine and N,N-dimethyl-formamide, may be employed or the reactions may be effected with excess dienophile as solvent. Specified dehydrogenation agents are nitro-benzene and halogenated and/or alkylated derivatives thereof; nitro-anilines and other specified nitro-aromatics; halogenated ketones; certain salts; quinonoid compounds and palladium/charcoal in pseudocumene. Pyridoxin and acid addition salts thereof may be prepared by acid hydrolysis of the pyridine compound products of the invention, with or without isolation of said products, and, where required, transformation of the hydrolysis product into an acid-addition salt.
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL127791D NL127791C (en) | 1963-03-21 | ||
GB1116763A GB1034483A (en) | 1963-03-21 | 1963-03-21 | A process for the manufacture of pyridine derivatives |
CH305164A CH451136A (en) | 1963-03-21 | 1964-03-10 | Process for the preparation of pyridoxine |
BR15746464A BR6457464D0 (en) | 1963-03-21 | 1964-03-11 | PROCESS FOR THE PREPARATION OF PYRIDINE DERIVATIVES |
DEH52045A DE1229533B (en) | 1963-03-21 | 1964-03-13 | Process for the preparation of pyridine derivatives |
FR967630A FR1394321A (en) | 1963-03-21 | 1964-03-17 | Process for the preparation of pyridine derivatives |
CS155664A CS167215B2 (en) | 1963-03-21 | 1964-03-18 | |
SE347964A SE323677B (en) | 1963-03-21 | 1964-03-20 | |
NO15254264A NO121661B (en) | 1963-03-21 | 1964-03-20 | |
NL6403004A NL6403004A (en) | 1963-03-21 | 1964-03-20 | |
ES0297819A ES297819A1 (en) | 1963-03-21 | 1964-03-20 | A process for the manufacture of pyridine derivatives |
DK144464A DK115328B (en) | 1963-03-21 | 1964-03-20 | Process for the preparation of 4,5-disubstituted 2-methyl-3-hydroxy-pyridine derivatives or acid addition salts thereof. |
BE645469D BE645469A (en) | 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)
Country | Link |
---|---|
BE (1) | BE645469A (en) |
BR (1) | BR6457464D0 (en) |
CH (1) | CH451136A (en) |
CS (1) | CS167215B2 (en) |
DE (1) | DE1229533B (en) |
DK (1) | DK115328B (en) |
ES (1) | ES297819A1 (en) |
GB (1) | GB1034483A (en) |
NL (2) | NL6403004A (en) |
NO (1) | NO121661B (en) |
SE (1) | SE323677B (en) |
-
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/en unknown
- 1964-03-11 BR BR15746464A patent/BR6457464D0/en unknown
- 1964-03-13 DE DEH52045A patent/DE1229533B/en active Pending
- 1964-03-18 CS CS155664A patent/CS167215B2/cs unknown
- 1964-03-20 DK DK144464A patent/DK115328B/en unknown
- 1964-03-20 BE BE645469D patent/BE645469A/xx unknown
- 1964-03-20 NO NO15254264A patent/NO121661B/no unknown
- 1964-03-20 ES ES0297819A patent/ES297819A1/en not_active Expired
- 1964-03-20 NL NL6403004A patent/NL6403004A/xx unknown
- 1964-03-20 SE SE347964A patent/SE323677B/xx unknown
Also Published As
Publication number | Publication date |
---|---|
NO121661B (en) | 1971-03-29 |
BE645469A (en) | 1964-09-21 |
SE323677B (en) | 1970-05-11 |
CS167215B2 (en) | 1976-04-29 |
DE1229533B (en) | 1966-12-01 |
ES297819A1 (en) | 1964-09-01 |
DK115328B (en) | 1969-09-29 |
CH451136A (en) | 1968-05-15 |
BR6457464D0 (en) | 1973-07-17 |
NL127791C (en) | |
NL6403004A (en) | 1964-09-22 |
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