Isopropyl Hydrochlorid

Hydrazin l,l-Bis-[2-chlor-ethy 15-2-isopropyl- -Hydrochlorid El6a. 539 (Hydrazon-Red.)... 

A solution of 4% aq. H2SO4, (301) was heated to 50"C over 30-60 min. Nitrogen was bubbled through the solution during this time. 4-(Cyano-methyl)phenylhydrazine hydrochloride (1080g, 4.77 mol) was added as a solid to the heated mixture. After it had dissolved, A,A-dimethyl-4,4-dimethoxy-butanamine (965 g, 5.98 mol) was added over a period of 30 min. The mixture was then heated at reflux for 2 h. The reaction mixture was cooled and diluted with portions of 30%o aq. NH4OH (21 total) over 0.5 h at a rate to maintain the temperature at 25-30°C. The product was then extracted into isopropyl acetate (3 x 101). The solution was concentrated to 31 which led to a precipitate which was isolated by filtration and washed with cold isopropyl acetate to give 827.4 g (76%) of product. 

Diphenoxylate Hydrochloride. l-(3-Cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxyhc acidmonohydrochlorhydrate [3810-80-8] (Lomotil) (13) is a white, odorless, crystalline powder that melts at 220—226°C. It is soluble ia methanol, spariagly soluble ia ethanol and acetone, slightly soluble ia water and isopropyl alcohol, freely soluble ia chloroform, and practically iasoluble ia ether and hexane. The method of preparation for diphenoxylate hydrochloride is available (11). Diphenoxylate hydrochloride [3810-80-8] (13) is an antidiarrheal that acts through an opiate receptor. It has effects both on propulsive motility and intestinal secretion. Commercial forms are mixed with atropiae to discourage abuse. 

Hexametbyipbospboric triamide (HMPA) [680-31-9] M 179.2, f 7.2°, b 68-70°/lmm, 235°/760mm, d 1.024, n 1.460. The industrial synthesis is usually by treatment of POCI3 with excess of dimethylamine in isopropyl ether. Impurities are water, dimethylamine and its hydrochloride. It is purified by refluxing over BaO or CaO at about 4mm pressure in an atmosphere of nitrogen for several hours, then distd from sodium at the same pressure. The middle fraction (b ca 90°) is collected, refluxed over sodium under reduced pressure under nitrogen and distd. It is kept in the dark under nitrogen, and stored in solid CO2. Can also be stored over 4A molecular sieves. 

A solution of 1-piperazino ethyl acetate (Q2 mol) in benzene (300 ml) is treated with 3,4.5-trimethoxy cinnamoyl chloride (0,2 mol) in the presence of sodium bicarbonate (0.3 mol). After contacting for one hour at room temperature, the mixture is refluxed for a further hour. The benzene solution is then treated with an aqueous solution of sodium bicarbonate. After evaporation of the solvent, a solid product is obtained which is recrystallized from isopropyl ether. Melting point = 96°C. This base, when treated with hydrochloric acid, gives a hydrochloride having a melting point of 200°C with decomposition. By the action of malaic acid the acid maleate is obtained, having a melting point of 130°C. 

Of this product, 4.5 g in 30 cc of dry isopropyl alcohol are refluxed for 16 hours with 2.5 g of (3-chloroethyl dimethyl amine. The solution is cooled and filtered clear from the solid by-product. The solvent is removed under reduced pressure on the steam bath and the residue is washed with anhydrous ether. It is dissolved in ethyl acetate from which it crystallizes. It is the hydrochloride of (3-(dimethylamino)ethyl ester of 2-phenyl-2-( 1-hy-droxycyclopentyl) ethanoic acid, melting at 134° to 136°C. 

Under a pressure of 4,5 ml the 1 methyl-4-phenyl-piperidine-4-carboxylic acid nitrile passes over at a temperature of about 148°C in the form of a colorless oil under a pressure of 6 ml it passes over at about 158°C. After having been allowed to cool the distillate solidifies completely to form a crystalline mass. Its solidification point is at 53°C the yield amounts to about 135 parts, that is, about % of the theoretical yield. When recrystallized from isopropyl alcohol the hydrochloride of the nitrile forms colorless crystals, readily soluble in water and melting at 221° to 222°C. 

The hydrochloride salt was formed in a mixture of 1 10 isopropyl alcohol diisopropyl ether and recrystallized from acetonitrile, yield 87%, MP 124°C to 125°C. 

This residue is dissolved in isopropyl alcohol and 1 gram N-bis-chloroethyl-aniline is added to it. The mixture is refluxed for 3 hours. The solvent is removed at a reduced pressure, the residue is treated with 50% potassium carbonate, and extracted with ether. By treating with ethereal hydrochloric acid, 2-N -m-chlorophenylpiperazino-propyl-s-triazole-[4,3-al-pyridine-3-one hydrochloride is precipitated MP 223°C. 

The ether is removed by distillation on a steam bath through a column filled with Raschig rings. The yellowish crystalline residue is treated with 150 g. of ice and 150 g. (130 ml.) of 102V hydrochloric acid, and the solution is evaporated to dryness under reduced pressure (Note 7). The crystalline residue is dissolved in the minimum amount of hot water (about 70 ml.), and boiling isopropyl alcohol (about 1.5 1.) is added until crystalline 3-quinuclidone hydrochloride begins to separate. The mixture is cooled to 0-5°, and the solid is separated by filtration, washed with acetone, and dried. The yield of 3-quinuclidone hydrochloride, m.p. 294-296° (sealed capillary) (Note 8), is 102-109 g. (77-82%). 

The acid hydrolysis of biguanides under a variety of conditions 5uelds chiefly amidinoureas the subject has been reviewed by Ray (531). The reaction proceeds slowly under very mild conditions at room temperature thus, Paludrine, when stored in 2N hydrochloric add slowly deposits N-p-chlorophenyl-N -isopropylamidinourea hydrochloride (140). That this product was not the isomeric N-isopropyl-N -p-chlorophenyl-amidinourea was verified by its rmequivocal s3uithesis from isopropyl-guanidine and p-chlorophenyl isocyanate (140) ... 

Kelly MG et al Comparative carcinogenic-ity of -isopropyl- -(2 -methylhydrazino)-p-tolu-amide HCl (procarbazine hydrochloride), its degradation products, other hydrazines, and isonicotinic acid hydrazide. J Natl Cancer Inst 42 337-344, 1969... 

Generic Isoxsuprine hydrochloride Synonym phenoxy isopropyl norsuprifen [3]... 

Benzyloxy-4-isopropyl(or 4-terf-butyl)-4-methyl-5(4//)-oxazolones 780 have been prepared from an A-benzyloxycarbonylamino acid 779 using l-(3-dimethyl-aminopropyl)-3-ethylcarbodiimide hydrochloride (EDAC HCl) as the cyclization agent (Scheme 7.237). Treatment of 780 with tetramethylfiuoroformamidinium hexafiuorophosphate (TFFH) has shown that they are possible intermediates in the fluorination of a-methyl-a-alkyl amino acids by TFFH. 

Naftifine hydrochloride Naftin Cetyl alcohol, cetyl esters wax, isopropyl myristate, polysorbate 60, sorbitan monostearate, and stearyl alcohol Benzyl alcohol... 

I, 4-Dimetbyl-5-iminotetrazole, crysts (from benz), mp 108.5-09 5° was obtd by saturating with anhyd K carbonate the aq filtrate from the HC1 salt resulting from the methyl-ation of l-methyl-5-aminotetrazole. Also prepd were its Picrate, fine ndls (from 95% ale), mp 211.5-12.5° dec Hydrochloride, long thin ndls (from 90% isopropyl ale), mp 242-44° dec and Hydrobromide, crysts (from abs ale), mp dec 190-91°(Ref 2)... 

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