Quinoline hydrochloride

Quinoline hydrochloride solution. Add 20 mL of redistilled quinoline to 800 mL of hot water containing 25 mL of pure concentrated hydrochloric acid, and stir well. Cool to room temperature, add a little filter paper pulp ( accelerator ), and again stir well. Filter with suction through a paper-pulp pad, but do not wash. Dilute to 1 L with water. 

Prepare the 2 per cent quinoline hydrochloride solution by adding 10 mL pure quinoline to about 400 mL hot water containing 12.5 mL of concentrated hydrochloric... 

Occasionally the quinoline hydrochloride does not separate this does not affect the yield, however. If it is desired to recover the quinoline, the salt may be filtered at this point, dissolved in water, and converted to the free base. 

During the addition the temperature is maintained at 28-31° (Note 3) by cooling the flask, as needed, by a stream of tap water. The solution is allowed to stand overnight and is then treated with 800 ml. of water to dissolve the precipitated quinoline hydrochloride (Note 4). The mixture is shaken well in a separatory funnel the organic layer is separated and washed with two 200-ml. portions of water and three or four 200-ml. portions of 5% hydrochloric acid. After the extract has dried over anhydrous magnesium sulfate for 5 hours, the solvent is removed by distillation, a water aspirator being used to remove the last portions of the methylene dichloride. Distillation of the residue from a 1-1. Claisen flask by means of an air bath maintained at 125-135° gives 460-495 g. (71-76%) (Note 5) of a colorless oil, b.p. 74-78° (0.5 mm.), 24d 1.4832. This product is sufficiently pure for use in the preparation below. 

The (lS)-5-amino-8,9-dihydroxy-2,3-dihydro-l//-pyrimido[l,2-a]quinoline-3-carboxylic acid (8) form of pyoverdin PaA was halogenated at position 7 with a 30-fold excess of ferric chloride and bromide in acidic water at room termperature for 18 h (97TL97). Acidic hydrolysis of (15)-5-amino-8,9-dihy droxy-2,3-hy dro-1 //-pyrimido [1,2-a] quinoline- 1-carboxylic acid (8) in boiling 6 N hydrochloric acid for 48 h gave the 5,8,9-trihydroxy derivative (90MI2). Treatment of 2,3-dihydro-l//-pyrimido[l,2-a]quinoline hydrochlorides with aqueous 10% sodium hydroxide gave 4a-hydroxy-2,3,4,4a-tetrahydro-l//-pyrimido[l,2-a]quinolines (60) (69YZ759). 

The elaborated quinoline hydrochloride (242) was reacted with NaOMe in an ethanol/methanol mixture, followed by treatment with AcOH to give the pyridotriazinone (187). Subsequent treatment with POCl3 yielded the chloro derivative (186) <72GEP(0)2216241). 

SYNS ARTEGODAN CARDOVERINA CEPA-VERIN CERESPAN CHLORHYDRATE de PAPAVERINE (FRENCH) 6,7-DIMETHOXY-l-VERATRYLISO-QUINOLINE HYDROCHLORIDE DIPAV DISPAMIL... 

Barton devised a new method for the oxidation of primary alcohols to aldehydes involving in the first step conversion to the alkyl chloroformate (1) by adding a solution of the alcohol in ether to ether saturated with phosgene (15-20% w./v.) the solvent is removed at reduced pressure. If the alcohol is hindered, quinoline is added as catalyst and the quinoline hydrochloride removed by filtration. The next step, reaction with dimethyl sulfoxide, is attended with evolution of carbon... 

Hydroch lorides. Hydrobromides, Hydriodides Diisopropylamine hydrofluoride Dimethylamine -, Di-butylamine -, Tri-methylamine -, Tri-ethylamine -, Pyridine -, Quinoline hydrochloride Pyridine hydrobromide (CHg)2NCHF2, SHF... 

Hydrochlorides, Hydrobromides, Hydriodides Diisopropylamine hydrofluoride Dimethylamine Di-butylamine Prime thy lamine Tri-ethylamine Pyridine -y Quinoline hydrochloride Ethyldiisopropylamine hydrobromide Pyridine hydrobromide (CH2).NCHF2, SHF H2NOHy HCl Chlorides Methiodides Benzy Itrimethy l-ammonium cyanide Quaternary ammonium halides (CH2)4N-F-y... 

Dissolve 1.45 g KSCN in 10 cm water and 2.95 g K3[Cr(SCN)6).4H20 in 10 cm water. Mix the two solutions and heat on a boiling water bath for 1 hour. Then add quinoline hydrochloride while agitating the solution, when a purple liquid is formed which crystallises on standing. Filter the solid under suction and keep in a vacuum desiccator with an efficient desiccant. On long standing the anhydrous complex compound is obtained,. Carry out elemental analysis on the product. 

NH4F, NH4CI, NHJ Hydrochlorides, Hydrobromides, Hydriodides Dimethylamine Di-butylamine Tri-metyhlamine Tri-ethylamine Pyridine -, Quinoline hydrochloride... 

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