GB609455A - Quaternary ammonium halides and methods for obtaining the same - Google Patents

Quaternary ammonium halides and methods for obtaining the same

Info

Publication number
GB609455A
GB609455A GB8034/46A GB803446A GB609455A GB 609455 A GB609455 A GB 609455A GB 8034/46 A GB8034/46 A GB 8034/46A GB 803446 A GB803446 A GB 803446A GB 609455 A GB609455 A GB 609455A
Authority
GB
United Kingdom
Prior art keywords
bromide
benzhydryloxyethyl
carbon atoms
benzhydryl
same
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
GB8034/46A
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.)
Parke Davis and Co LLC
Original Assignee
Parke Davis and Co LLC
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 Parke Davis and Co LLC filed Critical Parke Davis and Co LLC
Publication of GB609455A publication Critical patent/GB609455A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic 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
    • C07D295/04Heterocyclic 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
    • C07D295/08Heterocyclic 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
    • C07D295/084Heterocyclic 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
    • C07D295/088Heterocyclic 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)
  • Hydrogenated Pyridines (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Compounds of the general formula <FORM:0609455/IV(b)/1> wherein R1 and R2 are the same or different and represent hydrogen, an alkyl radical containing 1 or 2 carbon atoms or an alkoxy radical containing 1 or 2 carbon atoms, R3 and R4 are the same or different alkyl radicals containing 1 to 3 carbon atoms inclusive or may form part of a saturated heterocyclic ring such as piperidine, a methyl substituted piperidine, morpholine, a methyl substituted morpholine or thiomorpholine, R5 is an alkyl radical of 1 to 5 carbon atoms inclusive or an aralkyl radical and X is a chlorine, bromine or iodine atom, are obtained by reacting a b -haloethyl benzhydryl ether with the corresponding tertiary amine. Preferably, the reaction is carried out in an inert organic solvent such as ether, chloroform, carbon tetrachloride, benzene, toluene, xylene, methanol, ethanol, isopropanol, n-propanol, acetone, ethyl acetate, acetonitrile and nitromethane. Examples give details of the preparation of (1) b -benzhydryloxyethyl trimethylammonium bromide; (2) b -benzhydryloxyethyl diethyl - n - butylammonium bromide; (3) 1 -(b - benzhydryloxyethyl) - 1 - methylpiperidinium iodide; (4) 4-(b -benzhydryloxyethyl)-4-methylmorpholinium bromide; (5) b - 4,41-dimethylbenzhydryloxyethyl di - n - propyl - isopropylammonium bromide; (6) b -2-methoxybenzhydryloxyethyl methylethylbenzylammonium bromide. b -Halogenethyl benzhydryl ethers.-b -Bromoethyl benzhydryl ether is obtained by heating together benzhydryl bromide, anhydrous sodium carbonate and ethylene bromohydrin. The other starting materials may be made in an analogous manner.
GB8034/46A 1946-01-11 1946-03-14 Quaternary ammonium halides and methods for obtaining the same Expired GB609455A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US609455XA 1946-01-11 1946-01-11

Publications (1)

Publication Number Publication Date
GB609455A true GB609455A (en) 1948-09-30

Family

ID=22032715

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8034/46A Expired GB609455A (en) 1946-01-11 1946-03-14 Quaternary ammonium halides and methods for obtaining the same

Country Status (1)

Country Link
GB (1) GB609455A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2676966A (en) * 1951-04-04 1954-04-27 Searle & Co Quaternary salts of 9-carbazolealkylamines and 10-acridanalkylamines and methods forpreparing same
FR2013283A1 (en) * 1968-07-19 1970-03-27 Koninkl Pharmaceutis

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2676966A (en) * 1951-04-04 1954-04-27 Searle & Co Quaternary salts of 9-carbazolealkylamines and 10-acridanalkylamines and methods forpreparing same
FR2013283A1 (en) * 1968-07-19 1970-03-27 Koninkl Pharmaceutis

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