GB758941A - Improvements in or relating to quaternary and tertiary amino carbinols - Google Patents

Improvements in or relating to quaternary and tertiary amino carbinols

Info

Publication number
GB758941A
GB758941A GB3427553A GB3427553A GB758941A GB 758941 A GB758941 A GB 758941A GB 3427553 A GB3427553 A GB 3427553A GB 3427553 A GB3427553 A GB 3427553A GB 758941 A GB758941 A GB 758941A
Authority
GB
United Kingdom
Prior art keywords
cyclohexyl
phenyl
hydrochloride
general formula
formula
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB3427553A
Inventor
Harry Charles Murfitt
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wellcome Foundation Ltd
Original Assignee
Wellcome Foundation Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wellcome Foundation Ltd filed Critical Wellcome Foundation Ltd
Priority to GB3427553A priority Critical patent/GB758941A/en
Publication of GB758941A publication Critical patent/GB758941A/en
Expired legal-status Critical Current

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

Compounds of the formula <FORM:0758941/IV(a)/1> where R1, R2 and R3 are alkyl groups of 1 to 3 carbon atoms or NR1R2 forms a piperidino or pyrrolidino ring, and X is chlorine or bromine, and the corresponding tertiary amine <FORM:0758941/IV(a)/2> and its hydrochloride or hydrobromide are made by reacting a carbinol of the general formula <FORM:0758941/IV(a)/3> wherein Y is a chlorine or bromine with an amine of the general formula NR1R2R3 or NHR1R2. In examples: (1) 1-cyclohexyl-1-phenyl - 3 - chloro - propan - 1 - ol is treated with pyrrolidine to give 1-cyclohexyl-1-phenyl-3 - pyrrolidinopropan - 1 - ol as the hydrochloride, and (2) 1-cyclohexyl-1-phenyl-3-chloropropan-1-ol is treated with N-methylpyrrolidine to give N-methyl-3-cyclohexyl-3-phenyl-3-hydroxy-propyl-pyrrolidinium chloride. By similar methods there may be prepared 1-cyclohexyl - 1 - phenyl - 3 - piperidino - 1 - ol hydrochloride, N - ethyl - 3 - cyclohexyl - 3-phenyl - 3 - hydroxypropyl - piperidinium chloride and N-methyl-N : N-diethyl-3-cyclohexyl - 3 - phenyl - 3 - hydroxypropylammonium chloride. Starting materials: 1-Cyclohexyl-1-phenyl-3-chloro (or bromo) propan-(1)-ols of the formula II are made by treating a ketone of the general formula C6H5COCH2CH2Y with a cyclohexyl Grignard reagent C6H11MgY and hydrolysing the reaction product. Specifications 627,139 and 624,118 mentioned in Provisional Specification are referred to.
GB3427553A 1953-12-09 1953-12-09 Improvements in or relating to quaternary and tertiary amino carbinols Expired GB758941A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3427553A GB758941A (en) 1953-12-09 1953-12-09 Improvements in or relating to quaternary and tertiary amino carbinols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3427553A GB758941A (en) 1953-12-09 1953-12-09 Improvements in or relating to quaternary and tertiary amino carbinols

Publications (1)

Publication Number Publication Date
GB758941A true GB758941A (en) 1956-10-10

Family

ID=10363595

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3427553A Expired GB758941A (en) 1953-12-09 1953-12-09 Improvements in or relating to quaternary and tertiary amino carbinols

Country Status (1)

Country Link
GB (1) GB758941A (en)

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