GB933082A - Improvements in or relating to lysergic acid derivatives - Google Patents
Improvements in or relating to lysergic acid derivativesInfo
- Publication number
- GB933082A GB933082A GB3547461A GB3547461A GB933082A GB 933082 A GB933082 A GB 933082A GB 3547461 A GB3547461 A GB 3547461A GB 3547461 A GB3547461 A GB 3547461A GB 933082 A GB933082 A GB 933082A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- reacting
- hydroxy
- pyrazole
- diketone
- 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
Abstract
The invention comprises: (a) lysergic acid pyrazole derivatives of formula <FORM:0933082/IV(a)/1> (wherein R1 is hydrogen, C1-4 alkyl or C2-4 alkenyl, R3 and R4 are C1-4 alkyl and x y signifies -CH=C< or <FORM:0933082/IV(a)/2> ; (b) a process for producing compounds of formula <FORM:0933082/IV(a)/3> (wherein R2 is hydroxy, C1-4 alkylamino or C1-4 hydroxyalkylamino) or their addition salts by reacting a pyrazole derivative (a) with a compound HR2, the reaction being effected in the presence of alkali or acid when R2 is hydroxy, and, if desired, salifying the product with an organic or inorganic acid; and (c) the combination of process (b) with the preparation of the pyrazoles (a) by reacting the corresponding lysergic acid or dihydrolysergic acid hydrazide with a diketone R3-CO-CH2-CO-R4 in the presence of slightly more than the equivalent quantity of inorganic acid. In a modification to the process, when R2 is a hydroxy group, the pyrazole is not isolated, the carboxylic acid being formed directly by reacting the hydrazide with the diketone in the presence of at least two equivalents of an aqueous organic acid. Apart from water, the reactants H-R2 utilized in the examples are ethylamine and (+)-butanolamine-(21).
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1122260A CH392530A (en) | 1960-10-06 | 1960-10-06 | Process for the production of new compounds of the lysergic acid and dihydrolysergic acid series |
| CH1126460A CH392531A (en) | 1960-10-07 | 1960-10-07 | Process for the preparation of heterocyclic acids |
| CH1126560A CH392532A (en) | 1960-10-07 | 1960-10-07 | Process for the preparation of heterocyclic amides |
| CH1197560 | 1960-10-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB933082A true GB933082A (en) | 1963-08-08 |
Family
ID=27429345
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3547461A Expired GB933082A (en) | 1960-10-06 | 1961-10-02 | Improvements in or relating to lysergic acid derivatives |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE608822A (en) |
| GB (1) | GB933082A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0379308A1 (en) * | 1989-01-17 | 1990-07-25 | Eli Lilly And Company | Pharmaceutical compositions containing 1-isopropyldihydrolysergic acid |
-
1961
- 1961-10-02 GB GB3547461A patent/GB933082A/en not_active Expired
- 1961-10-04 BE BE608822A patent/BE608822A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0379308A1 (en) * | 1989-01-17 | 1990-07-25 | Eli Lilly And Company | Pharmaceutical compositions containing 1-isopropyldihydrolysergic acid |
Also Published As
| Publication number | Publication date |
|---|---|
| BE608822A (en) | 1962-04-04 |
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