GB685085A - Improvements in or relating to substituted ammonium compounds - Google Patents

Improvements in or relating to substituted ammonium compounds

Info

Publication number
GB685085A
GB685085A GB24857/50A GB2485750A GB685085A GB 685085 A GB685085 A GB 685085A GB 24857/50 A GB24857/50 A GB 24857/50A GB 2485750 A GB2485750 A GB 2485750A GB 685085 A GB685085 A GB 685085A
Authority
GB
United Kingdom
Prior art keywords
bis
mixture
dimethyl sulphate
dimethylamino
added
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
GB24857/50A
Inventor
Norman Robert Campbell
Dennis Caldwell
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.)
Allen and Hanburys Ltd
Original Assignee
Allen and Hanburys 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 Allen and Hanburys Ltd filed Critical Allen and Hanburys Ltd
Priority to GB24857/50A priority Critical patent/GB685085A/en
Publication of GB685085A publication Critical patent/GB685085A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/32Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids

Landscapes

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

Abstract

The invention comprises new alkane-a ,o -bis-trimethylammonium methosulphates of general formula: <FORM:0685085/IV (b)/1> where n is an integer from 4 to 10 inclusive. They may be prepared by treating dimethyl sulphate with an a ,o -bis-(dimethylamino) derivative of a saturated straight chain aliphatic hydrocarbon containing from 4 to 10 carbon atoms in the molecule, in the presence of an inert solvent. Alternatively, the dimethyl sulphate may be treated with an a ,o -diamino or a ,o -bis-(methylamino) derivative of a saturated straight chain aliphatic hydrocarbon containing from 4 to 10 carbon atoms in the molecule, in the presence of an inert solvent and an alkali. The alkali is preferably an alkali metal carbonate. In the examples: (a) 1,6-diamino-n-hexane dissolved in light petroleum and sodium carbonate is added; dimethyl sulphate is added and n-hexane-a ,o -bis-trimethyl ammomium methosulphate is separated from the mixture; (b) 1,6-bis-(dimethylamino)-n-hexane dissolved in benzene is added to a mixture of dimethyl sulphate, methyl alcohol and acetic; n - hexane - 1,6 - bis - trimethylammonium methosulphate crystallizes from the mixture (c) 1,10-bis-(dimethylamino)-n-decane dissolved in benzene is added to a mixture of dimethyl sulphate and alcohol; n-decane-1,10-bis-trimethylammonium methosulphate is separated from the mixture. The bis-(dimethylamino) compounds used in examples (b) and (c) are prepared from the appropriate diamino compound by interaction with a boiling mixture of formic acid and concentrated aqueous formaldehyde.
GB24857/50A 1950-10-11 1950-10-11 Improvements in or relating to substituted ammonium compounds Expired GB685085A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB24857/50A GB685085A (en) 1950-10-11 1950-10-11 Improvements in or relating to substituted ammonium compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB24857/50A GB685085A (en) 1950-10-11 1950-10-11 Improvements in or relating to substituted ammonium compounds

Publications (1)

Publication Number Publication Date
GB685085A true GB685085A (en) 1952-12-31

Family

ID=10218336

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24857/50A Expired GB685085A (en) 1950-10-11 1950-10-11 Improvements in or relating to substituted ammonium compounds

Country Status (1)

Country Link
GB (1) GB685085A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3354213A (en) * 1964-09-22 1967-11-21 Armour & Co Derivatives of fatty acids
GB2230263A (en) * 1989-04-10 1990-10-17 Tobishi Pharmaceutical Co Quaternary ammonium compounds having muscle relaxation activity
CN105647500A (en) * 2016-02-24 2016-06-08 李�诚 Molecular deposition film oil displacement agent as well as preparation method and application thereof
CN108276295A (en) * 2018-02-08 2018-07-13 李�诚 Hexamethylene diamine oil displacement agent and preparation method thereof and its application on improving oil recovery factor

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3354213A (en) * 1964-09-22 1967-11-21 Armour & Co Derivatives of fatty acids
GB2230263A (en) * 1989-04-10 1990-10-17 Tobishi Pharmaceutical Co Quaternary ammonium compounds having muscle relaxation activity
US5093370A (en) * 1989-04-10 1992-03-03 Tobishi Yakuhin Kogyo Kabushiki Kaisha Quaternary ammonium compounds having muscle relaxation activity
CN105647500A (en) * 2016-02-24 2016-06-08 李�诚 Molecular deposition film oil displacement agent as well as preparation method and application thereof
CN108276295A (en) * 2018-02-08 2018-07-13 李�诚 Hexamethylene diamine oil displacement agent and preparation method thereof and its application on improving oil recovery factor

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