CH346882A - Process for the preparation of a new pyrazolone derivative - Google Patents
Process for the preparation of a new pyrazolone derivativeInfo
- Publication number
- CH346882A CH346882A CH346882DA CH346882A CH 346882 A CH346882 A CH 346882A CH 346882D A CH346882D A CH 346882DA CH 346882 A CH346882 A CH 346882A
- Authority
- CH
- Switzerland
- Prior art keywords
- pyrazolone
- methyl
- cyclotrimethylene
- piperidyl
- hydrazine
- Prior art date
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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Lubricants (AREA)
Description
Verfahren zur Herstellung eines neuen Pyrazolon-Derivates
Es wurde gefunden, dass man zum bisher unbekannten l-OI-Methyl- piperidyl- 4')- 3,4-cyclo- trimethylen-pyrazolon-5 der Formel
EMI1.1
gelangt, wenn man N-Methyl-piperidyl-4-hydrazin mit Cyclopentanon-a-carbonsäureäthylester umsetzt.
Beispiel
Man vermischt 7,1 g N-Methyl-piperidyl-4-hydrazin (1 O'0/o Überschuss) und 7,8 g Cyclopentanona-carbonsäure-äthylester, wobei sich die Mischung schwach erwärmt. Nach 30 Minuten erhitzt man die Masse unter 12 mm Hg zuerst 2 Stunden auf 1200 und dann 3 Stunden auf 1800. Man lässt erkalten und löst das zähe Reaktionsprodukt in 10 cm3 Essigester. Nach einiger Zeit kristallisiert l-(N-Methyl- piperidyl - 4') -3 ,4-cyclotrimethylen-pyrazolon-5 aus.
Die Mutterlauge wird eingedampft und der Rückstand unter 0,1 mm Hg destilliert, wobei die bei einer Badtemperatur von 1902500 als zähes Öl übergehende Fraktion aufgefangen wird. Diese Fraktion, die beim Erkalten zum Teil kristallisiert, liefert bei der Kristallisation aus Essigester/Ather noch eine weitere Menge des Pyrazolons. l-(N-Methyl-piperidyl- 4')-3,4-cyclotrimethylen-pyrazolon-5 schmilzt nach zweimaligem Umkristallisieren aus Benzol bei 190 bis 194" nach Sintern oberhalb 187".
PATENTANSPRUCH
Verfahren zur Herstellung von l-(N-Methyl-pi peridyl-4')-3, 4-cyclotrimethylen-pyrazolon-5 der Formel
EMI1.2
dadurch gekennzeichnet, dass man N-Methyl-piperidyl-4-hydrazin mit Cyclopentanon-a-carbonsäure- äthylester umsetzt.
**WARNUNG** Ende DESC Feld konnte Anfang CLMS uberlappen**.
Process for the preparation of a new pyrazolone derivative
It has been found that the previously unknown l-OI-methylpiperidyl-4 ') -3,4-cyclotrimethylene-pyrazolone-5 of the formula
EMI1.1
obtained when N-methyl-piperidyl-4-hydrazine is reacted with cyclopentanone-α-carboxylic acid ethyl ester.
example
7.1 g of N-methyl-piperidyl-4-hydrazine (1 o / o excess) and 7.8 g of ethyl cyclopentanona carboxylate are mixed, the mixture warming slightly. After 30 minutes, the mass is heated under 12 mm Hg, first for 2 hours to 1200 and then for 3 hours to 1800. The mixture is allowed to cool and the viscous reaction product is dissolved in 10 cm3 of ethyl acetate. After some time, 1- (N-methylpiperidyl - 4 ') -3, 4-cyclotrimethylene-pyrazolone-5 crystallizes out.
The mother liquor is evaporated and the residue is distilled below 0.1 mm Hg, the fraction passing over as a viscous oil at a bath temperature of 1902500 being collected. This fraction, which partially crystallizes on cooling, provides a further amount of pyrazolone when crystallized from ethyl acetate / ether. 1- (N-methyl-piperidyl-4 ') -3,4-cyclotrimethylene-pyrazolone-5 melts after two recrystallizations from benzene at 190 to 194 "after sintering above 187".
PATENT CLAIM
Process for the preparation of l- (N-methyl-pi peridyl-4 ') -3, 4-cyclotrimethylene-pyrazolone-5 of the formula
EMI1.2
characterized in that N-methyl-piperidyl-4-hydrazine is reacted with ethyl cyclopentanone-α-carboxylate.
** WARNING ** End of DESC field could overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH346882T | 1956-11-01 | ||
CH843693X | 1957-09-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH346882A true CH346882A (en) | 1960-06-15 |
Family
ID=25737004
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH346882D CH346882A (en) | 1956-11-01 | 1956-11-01 | Process for the preparation of a new pyrazolone derivative |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH346882A (en) |
-
1956
- 1956-11-01 CH CH346882D patent/CH346882A/en unknown
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