GB855165A - Production of 4-(pyridine-carboxylic acid amido)-2,3-dimethyl-1-phenyl-5-pyrazolones - Google Patents
Production of 4-(pyridine-carboxylic acid amido)-2,3-dimethyl-1-phenyl-5-pyrazolonesInfo
- Publication number
- GB855165A GB855165A GB2490558A GB2490558A GB855165A GB 855165 A GB855165 A GB 855165A GB 2490558 A GB2490558 A GB 2490558A GB 2490558 A GB2490558 A GB 2490558A GB 855165 A GB855165 A GB 855165A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyridine
- phenyl
- dimethyl
- carboxylic acid
- pyrazolone
- 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
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
4- (Pyridine carboxylic acid amido- or alkylamido)-2 : 3-dimethyl-1-phenyl-5-pyrazolons are prepared by reacting the reaction product of a metal salt of a pyridine mono- or di-carboxylic acid and a thionyl halide (this reaction product being free from hydrogen halide) with a 4-amino-1-phenyl-2 : 3-dimethyl pyrazolone or a 4-monoalkylamino-1-phenyl- 2 : 3-dimethyl pyrazolone. In the first stage of the reaction thionyl chloride is preferably reacted with an alkali metal or copper salt of nicotinic, isonicotinic or quinolinic acid to give the acid chloride in the case of the monocarboxylic acids and the anhydride in the case of the dicarboxylic acid. The second stage of the reaction may be conducted in the absence of acid binding agents to yield final products in the form of their hydrohalides. The latter may be subsequently converted to the free bases by treatment with alkalis. When pyridine dicarboxylic acid salts are used as starting materials, the final products, formed by way of the anhydrides, contain a free carboxyl group on the pyridine ring. The examples describe the preparation of 4-(pyridine-3-and 4-carboxylic acid amido)-2 : 3-dimethyl-1-phenyl-5-pyrazolones, 4-(pyridine-3-carboxylic acid methylamido)-2 : 3-dimethyl-1-phenyl-5-pyrazolone and 4-(pyridine-2-carboxylic acid-3-carboxylic acid amido)-2 : 3-dimethyl-1-phenyl-5-pyrazolone.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2490558A GB855165A (en) | 1958-08-01 | 1958-08-01 | Production of 4-(pyridine-carboxylic acid amido)-2,3-dimethyl-1-phenyl-5-pyrazolones |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2490558A GB855165A (en) | 1958-08-01 | 1958-08-01 | Production of 4-(pyridine-carboxylic acid amido)-2,3-dimethyl-1-phenyl-5-pyrazolones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB855165A true GB855165A (en) | 1960-11-30 |
Family
ID=10219114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2490558A Expired GB855165A (en) | 1958-08-01 | 1958-08-01 | Production of 4-(pyridine-carboxylic acid amido)-2,3-dimethyl-1-phenyl-5-pyrazolones |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB855165A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3354167A (en) * | 1964-06-23 | 1967-11-21 | Delmar Chem | Pyrazolone derivatives and process for their preparation |
-
1958
- 1958-08-01 GB GB2490558A patent/GB855165A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3354167A (en) * | 1964-06-23 | 1967-11-21 | Delmar Chem | Pyrazolone derivatives and process for their preparation |
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