GB688048A - Production of substituted organic nitrogen bases and salts thereof - Google Patents
Production of substituted organic nitrogen bases and salts thereofInfo
- 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
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.
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)
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 |
-
1950
- 1950-05-10 GB GB1167150A patent/GB688048A/en not_active Expired
Cited By (1)
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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