GB765850A - Improvements in or relating to new quaternary ammonium salts - Google Patents

Improvements in or relating to new quaternary ammonium salts

Info

Publication number
GB765850A
GB765850A GB25592/54A GB2559254A GB765850A GB 765850 A GB765850 A GB 765850A GB 25592/54 A GB25592/54 A GB 25592/54A GB 2559254 A GB2559254 A GB 2559254A GB 765850 A GB765850 A GB 765850A
Authority
GB
United Kingdom
Prior art keywords
bromide
xylyloxy
anion
compounds
dichlorobenzene
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
GB25592/54A
Inventor
Peter Hey
George Lawrence Willey
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.)
University of Leeds
Original Assignee
University of Leeds
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 University of Leeds filed Critical University of Leeds
Priority to GB25592/54A priority Critical patent/GB765850A/en
Publication of GB765850A publication Critical patent/GB765850A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/06—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted
    • C07C217/08—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises quaternary compounds containing the cation of the formula: <FORM:0765850/IV(b)/1> wherein R1, R2 and R3 each represent a hydrogen or a halogen atom or a lower alkyl group (i.e. one containing not more than 4 carbon atoms) with not more than one of R1, R2 or R3 representing a hydrogen atom, A represents a divalent group selected from <FORM:0765850/IV(b)/2> and R4, R5 and R6 each represent a lower alkyl group. Suitable examples of the anion in such compounds are halide, bitartrate, citrate, methosulphate and neutral sulphate ions. Such compounds are obtained by reacting a compound of the formula: <FORM:0765850/IV(b)/3> where M represents an ester radical such as a halogen atom with the appropriate tertiary amine and if desired replacing the anion M in the resulting quaternary compound (e.g. by metathesis or via the hydroxide) by another anion. Alternatively the corresponding tertiary amines can first be formed and then quaternated. In Example (1) b -(2 : 6-xylyloxy)-ethyl bromide (from the reaction of 2 : 6-xylenol and 1 : 2-dibromoethane) is reacted with triethylamine to give b - (2 : 6 - xylyloxy) - ethyltrimethylammonium bromide. Similarly obtained are (2) b - (2 : 4 : 6 - mesityloxy) - ethyltrimethylammonium bromide and (3) b -(2 : 6-xylyloxy)-ethyltriethylammonium bromide. There may be similarly prepared the methiodides and ethobromides of 2 - (b - dimethylaminoethoxy) 1 : 3 - dichlorobenzene and of 2 - (b - diethylaminoethoxy)-1 : 3-dichlorobenzene.
GB25592/54A 1953-09-21 1953-09-21 Improvements in or relating to new quaternary ammonium salts Expired GB765850A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB25592/54A GB765850A (en) 1953-09-21 1953-09-21 Improvements in or relating to new quaternary ammonium salts

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB25592/54A GB765850A (en) 1953-09-21 1953-09-21 Improvements in or relating to new quaternary ammonium salts

Publications (1)

Publication Number Publication Date
GB765850A true GB765850A (en) 1957-01-16

Family

ID=10230178

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25592/54A Expired GB765850A (en) 1953-09-21 1953-09-21 Improvements in or relating to new quaternary ammonium salts

Country Status (1)

Country Link
GB (1) GB765850A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3037910A (en) * 1958-04-18 1962-06-05 Burroughs Wellcome Co Process for treatment of hypertension
DE1185196B (en) * 1959-05-29 1965-01-14 Sterling Drug Inc Process for the preparation of new aminoalkoxyaniline derivatives

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3037910A (en) * 1958-04-18 1962-06-05 Burroughs Wellcome Co Process for treatment of hypertension
DE1185196B (en) * 1959-05-29 1965-01-14 Sterling Drug Inc Process for the preparation of new aminoalkoxyaniline derivatives

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