GB688048A - Production of substituted organic nitrogen bases and salts thereof - Google Patents

Production of substituted organic nitrogen bases and salts thereof

Info

Publication number
GB688048A
GB688048A GB1167150A GB1167150A GB688048A GB 688048 A GB688048 A GB 688048A GB 1167150 A GB1167150 A GB 1167150A GB 1167150 A GB1167150 A GB 1167150A GB 688048 A GB688048 A GB 688048A
Authority
GB
United Kingdom
Prior art keywords
condensed
base
free
phosphorus
salts
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
GB1167150A
Inventor
Adolf Koebner
Edwin Marshall Meade
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.)
Lankro Chemicals Ltd
Original Assignee
Lankro Chemicals 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 Lankro Chemicals Ltd filed Critical Lankro Chemicals Ltd
Priority to GB1167150A priority Critical patent/GB688048A/en
Publication of GB688048A publication Critical patent/GB688048A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/16—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
    • C07D213/20—Quaternary compounds thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

Substituted organic nitrogen bases or salts thereof are made by condensing a compound of formula <FORM:0688048/IV (b)/1> wherein R is an alkyl, alkenyl, aralkyl or aralkenyl group of between 8 and 20 carbon atoms, Ra is H or an alkyl or aralkyl group and R6 is H or an alkyl group, with a phosphorus halide or sulphur oxy halide and a primary, secondary or tertiary organic nitrogen base, or ammonia or a compound yielding ammonia under the conditions of the condensation, such as urea or hexamethylene tetramine, to give a salt of formula <FORM:0688048/IV (b)/2> where B is the organic nitrogen base or ammonia and X is halogen and, if desired, where B is ammonia or the initial base B contains a free H atom linked to the basic N atom, the said salt is neutralized to form the corresponding free substituted base by removal of hydrogen halide. Salts of the free base with other acids may be made by known methods The initial base may be heterocyclic, e.g. morpholine, pyridine or nicotine. In examples: (1) b -hydroxy ethyl lauramide is condensed with pyridine and phosphorus trichloride; (2) N-methyl - N - b - hydroxyethyl - oleylamide is condensed with thionyl chloride and morpholine and the free amine-amide formed and converted to quaternary salts with dimethyl or diethyl sulphate and benzyl chloride; (3) b -hydroxy-isopropylstearamide is condensed with phosphorus tribromide and diethylamine; (4) mixed ethanol-amides from palm kernel oil are condensed with dodecylamine and phosphorus trichloride and the free base of the product liberated; (5) b -hydroxy ethanolamide from palm kernel oil is condensed with phosphorus tri-iodide, prepared in situ, and pyridine; (6) b -hydroxy ethanolamide from coconut oil is condensed with diethylamine and phosphorus trichloride and the free base liberated; and (7) b -hydroxyethyl lauramide is condensed with phosphorus trichloride and urea and the free base liberated. The amide starting materials may be prepared as in Specification 631,367.
GB1167150A 1950-05-10 1950-05-10 Production of substituted organic nitrogen bases and salts thereof Expired GB688048A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1167150A GB688048A (en) 1950-05-10 1950-05-10 Production of substituted organic nitrogen bases and salts thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1167150A GB688048A (en) 1950-05-10 1950-05-10 Production of substituted organic nitrogen bases and salts thereof

Publications (1)

Publication Number Publication Date
GB688048A true GB688048A (en) 1953-02-25

Family

ID=9990545

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1167150A Expired GB688048A (en) 1950-05-10 1950-05-10 Production of substituted organic nitrogen bases and salts thereof

Country Status (1)

Country Link
GB (1) GB688048A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4778823A (en) * 1985-12-20 1988-10-18 Kao Corporation Amide derivative and external medicament comprising same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4778823A (en) * 1985-12-20 1988-10-18 Kao Corporation Amide derivative and external medicament comprising same

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