GB829054A - Improvements in or relating to pyrazolone carboxylic acid derivatives - Google Patents
Improvements in or relating to pyrazolone carboxylic acid derivativesInfo
- Publication number
- GB829054A GB829054A GB3500/58A GB350058A GB829054A GB 829054 A GB829054 A GB 829054A GB 3500/58 A GB3500/58 A GB 3500/58A GB 350058 A GB350058 A GB 350058A GB 829054 A GB829054 A GB 829054A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- ester
- malonic
- reacting
- phenyl
- 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
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention comprises compounds of the general formula <FORM:0829054/IV (b)/1> (wherein R1 is a C1-4 alkyl radical or hydrogen atom, R2 is a C1-7 alkyl, benzyl, phenyl or furyl radical, and Ar is phenyl or phenyl substituted by methyl, ethyl, methoxy or ethoxy radicals) and the salts of the free acids, preferably those with ethanolamine, and the preparation thereof by: (1) when R1 is a hydrogen atom and R2 a methyl radical, consecutively reacting a compound of the general formula Ar-NH-NH-Ar with a chloroformic acid ester and diketene, and cyclising the resultant intermediate product by heating with a solution of an alcoholate, preferably sodium alcoholate in ethanol (Claisen condensation); (2) condensing a compound of the general formula Ar-NH-NH-Ar with an acyl malonic acid ester of the general formula <FORM:0829054/IV (b)/2> (wherein R1 is a lower alkyl radical) and, if desired, hydrolysing off R1. Acyl malonic esters of the general formula II may be made by reacting sodium malonic ester with an acyl chloride of the general formula R2COCl. p,p1-Azophenetole is a by-product of reacting hydrazophenetole in the presence of dry pyridine with chloroformic acid ethyl ester (Example 3). 1,2-Diphenyl - 4 - furoyl - pyrazolidine - dione-(3,5) is obtained as a by-product from hydrazobenzene and furoyl malonic ester (Example 13).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE829054X | 1957-02-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB829054A true GB829054A (en) | 1960-02-24 |
Family
ID=6748462
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3500/58A Expired GB829054A (en) | 1957-02-20 | 1958-02-03 | Improvements in or relating to pyrazolone carboxylic acid derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB829054A (en) |
-
1958
- 1958-02-03 GB GB3500/58A patent/GB829054A/en not_active Expired
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