SE374541

(A) Separation of the cis and trans isomers of (I). R1,2 = lower alkyl; or NR1R2 = heterocyclyl, R3 = lower alkyl. (B) Conversion of the cis isomer into a mixt. of cis and trans. As analgesics free from undesirable secondary effects, espec. the trans isomer. A soln. of the mixed isomers in aq. HCl,...

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description (A) Separation of the cis and trans isomers of (I). R1,2 = lower alkyl; or NR1R2 = heterocyclyl, R3 = lower alkyl. (B) Conversion of the cis isomer into a mixt. of cis and trans. As analgesics free from undesirable secondary effects, espec. the trans isomer. A soln. of the mixed isomers in aq. HCl, at pH 2.5-3.5, is treated with 15-40% aq. ZnCl2 to ppt. a Zn complex of the cis isomer; this is separated and treated with conc. NH4OH-CHCl3 to recover the cis-base, whilst the trans-base is obtained from the soln. by basifn. to pH 8.5-9.5 and solvent extn. The cis isomer is converted into a cis-trans mixt. by heating with dicyclo-hexylamine, hydroquinone or alpha-naphthylamine at 150-160 deg.C, under N2, for ca. 3 hrs.
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HCl, at pH 2.5-3.5, is treated with 15-40% aq. ZnCl2 to ppt. a Zn complex of the cis isomer; this is separated and treated with conc. NH4OH-CHCl3 to recover the cis-base, whilst the trans-base is obtained from the soln. by basifn. to pH 8.5-9.5 and solvent extn. 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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
ORGANIC CHEMISTRY
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
title SE374541
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