3-Piperidino- -Hydrochlorid

A mixture of 23 parts of the ethyl ester of 4 phenylisonipecotic acid and 15 parts of 2,2-diphenyl-4-bromobutyronitrile in 19 parts of xylene is heated for 24 hours at 100°-120°C and then cooled and filtered to remove the precipitate of the hydrobromide of the ethyl ester of 4-phenylisonipecotic acid. The filtrate is then extracted with dilute hydrochloric acid and the extract is rendered alkaline by addition of concentrated aqueous potassium hydroxide and extracted with ether. This ether extract is treated with gaseous hydrogen chloride. The resulting precipitate is collected on a filter. The hydrochloride of the ethyl ester of 2,2 diphenyl-4-(4 -carboxy-4 -phenyl-1 -piperidino) butyronitrile thus obtained melts at about 220.5-222°C. See Meperidine hydrochloride for synthesis of 4-phenyl-isonipecotic acid ethyl ester. 

To a solution of 28 g (0.1 mol) 2-carbethoxymethylene-3-methyl-5-bromo-4-thiazolidinone prepared as described In 200 ml benzene Is added (0.2 mol) piperidine and the mixture is allowed to stand for 3 hours at 25°C. The resulting suspension is filtered to remove the precipitated piperidine hydrobromide and the filtrate is evaporated to dryness. The residue is taken up in ether, filtered and the filtrate saturated with dry hydrogen chloride to yield the hydrochloride salt of 2-carbethoxymethylene-3-methyl-5-piperidino-4-thiazolidinone, MP 158°C to 159°C. 

Chemical Name 3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylic acid 2-piperidino-ethyl ester hydrochloride... 

B.5 parts of 1 -azaphenothiazine carboxylic acid chloride and 14 parts of piperidino-ethoxy-ethanol were introduced into 100 parts of chlorobenzene and the mixture boiled under reflux for 5 minutes. After cooling off the precipitated hydrochloride salt of piperidino-ethoxy-ethanol was filtered off on a suction filter. Water was added to the filtrate and the pH thereof adjusted to 5 to 6 with dilute HCI. The aqueous phase was then removed, a caustic soda solution added thereto and then extracted with ether. The ethyl extract waswashed with water, then dried with potash and the ether distilled off. 9.4 parts of the piperidino-ethoxy-ethyi ester of 1 -azaphenothiazine carboxylic acid were obtained. This product was dissolved in 20 parts of isopropanol and the solution neutralized with isopropanolic HCI. The monohydrochloride which precipitated out after recrystallization from isopropanol had a melting point of 160°Cto 161°C. 

BENZIMIDAZOLE, 1-(2- (DIMETHYLAMINO)-1-METHYLETHYL) -2- (2-PIPERIDINO)ETHYL-, HYDROCHLORIDE... 

To an ice-cooled suspension in distilled water (15 ml) of 7-ethyl-10-[l-(4-piperidino)piperidino]carbonyloxycamptothecin (1.00 g, 1.7 mmol) was added 0.1 N HCI (15.3 ml, 1.53 mmol), and the suspension was stirred vigorously for 5 minutes under cooling in an ice bath and filtered off. 7-Ethyl-10-[4-(l-piperidino)-l-piperidino]carbonyloxycamptothecin hydrochloride was obtained in yield 96%. 

Therapeutic Function Antiparkinsonian, Anticholinergic Chemical Name l,l-Diphenyl-3-piperidino-l-propanol hydrochloride Common Name Pridinol Ridinol Structural Formula ... 

To a mixture of 4.2 g (0.0083 mole) of 4 -tert-butyl-4-[4-(a-hydroxy-a-phenylbenzyl)piperidino]-butyrophenone hydrochloride and 0.54 g (0.01 mole) of sodium methoxide in 25 ml of methanol is added 2.16 g (0.04 mole) of potassium borohydride. The reaction mixture is stirred overnight, diluted with water and the methanol removed under reduced pressure. The remaining material is extracted with chloroform, washed with water, dried over magnesium sulfate and filtered. The filtrate is concentrated, and the residue is recrystallized from acetone-water to give 4-[a-(p-tert-butylphenyl)-a-hydroxybenzyl]-a-phenyl-l-piperidinebutanol, melting point 161°-163°C. 

An aqueous solution of the obtained N-[3-chloro-3-(p-tolyl)propyl]piperidine hydrochloride was hydrogenated at 3 atmospheres in the presence of buffered palladium-on-charcoal catalyst. l-Piperidino-2-methyl-3-(p-tolyl)-3-propanone was purified by distilling the base (boiling point 106-107°C/1 mm) and reconverting to the hydrochloride, melting point 216-217°C. 

The most practical route used in the synthesis of numerous 6,7-dimethoxy-2-(l-piperidyl)- or 6.7-diniethoxy-2- piperazin-l-yl)quinazolin-4-amines substituted with various chemical groups in the piperidino or piperazino moiety, which are analogs of the hypotensive agent prazosin, is the cyclization of 5-methylisothioureas 1 with an excess of ammonium chloride. The highly pure hydrochlorides 2 are obtained in yields of more than... 

The 5-trityl ether of l-deoxy-l-piperidino-D-i/ireo-pentulose was formed when Zeile and Kruckenberg attempted the tritylation of JV-D-xylosyl-piperidine hydrochloride in pyridine. 

Chemical Name ( + )-/ -[l-Hydroxy-4-[4-(hydro-xydiphenylmethyl) piperidino]butyl]-a-methylhy-dratropic acid, carboxyterfenadine, terfenadine carboxylate, a-dimethyl benzeneacetic acid hydrochloride... 

DW 75 pentacosactride. dyclocaine [ban] (dyclonine [inn] dyclonine hydrochloride [usan) Dyclone ) is a piperidino-propiophenone, with antiarrhythmic and local ANAESTHETIC properties. It is used by topical application, including to mucous membranes, for local pain relief, dyclonine hydrochloride dyclocaine. dyclonine dyclocaine. 

Dyclonine, i-(4-8utoxyphenyl)-3 - (f -piperidinyl>-l-propanone 3-piperidino-4f -butoxypnopiophenone 0-piper-idinoethy) -4 butoxy pheny 1 ketone 4-butoxy-/)-piperidino -propiophenone 4-n-butoxy -0 -(1 -piperidyl)propiophenone 4-butoxyphenyt piperidineefhyl ketone 2-(I -piperidyDethyl p- but oxy phenyl ketone. C H NO mol wt 289.43. C 74.70%, H 9,40%. N 4.84%, O 11,05%. Prepd from p-but-oxy acetophenone by condensation with formaldehyde and piperidine hydrochloride Pofft, Chem, Tech, (Berlin) 4, 241 (1952), C.A. 47, 10531 (1953), Compare Falicain,... 

Mannich condensation takes place when piperidine hydrochloride, acetophenone, paraformaldehyde and HCl are refluxed for several hours to yield 3-piperidino propiophenone, which upon grignardization with cyclopentyl magnesium bromide followed by neutralization of the cycrimine base forms the official compound. 

---