GB680476A - New quaternary ammonium compounds and their manufacture - Google Patents
New quaternary ammonium compounds and their manufactureInfo
- Publication number
- GB680476A GB680476A GB869150A GB869150A GB680476A GB 680476 A GB680476 A GB 680476A GB 869150 A GB869150 A GB 869150A GB 869150 A GB869150 A GB 869150A GB 680476 A GB680476 A GB 680476A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- methyl
- quaternary ammonium
- bromide
- methoxy
- 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
- 150000003856 quaternary ammonium compounds Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- -1 quaternary ammonium halides Chemical class 0.000 abstract 5
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- VONWPEXRCLHKRJ-UHFFFAOYSA-N 2-chloro-n-phenylacetamide Chemical compound ClCC(=O)NC1=CC=CC=C1 VONWPEXRCLHKRJ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 abstract 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 2
- 150000002367 halogens Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 abstract 2
- JAYWADDVMGWPRQ-UHFFFAOYSA-N 2-amino-2-methyl-n-phenylpropanamide Chemical class CC(C)(N)C(=O)NC1=CC=CC=C1 JAYWADDVMGWPRQ-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- 239000005639 Lauric acid Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000001649 bromium compounds Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000000249 desinfective effect Effects 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- 239000002270 dispersing agent Substances 0.000 abstract 1
- 239000003925 fat Substances 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 239000010985 leather Substances 0.000 abstract 1
- 229940102396 methyl bromide Drugs 0.000 abstract 1
- 229940050176 methyl chloride Drugs 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- HVOYZOQVDYHUPF-UHFFFAOYSA-N n,n',n'-trimethylethane-1,2-diamine Chemical compound CNCCN(C)C HVOYZOQVDYHUPF-UHFFFAOYSA-N 0.000 abstract 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 abstract 1
- 239000000123 paper Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000007127 saponification reaction Methods 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- 238000009736 wetting Methods 0.000 abstract 1
- 239000000080 wetting agent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises quaternary ammonium halides of the formula <FORM:0680476/IV (b)/1> in which R is alkyl of 7-15 C atoms, Hal is chlorine or bromide, R1 is lower alkyl, and R11 is hydrogen, halogen, methyl, methoxy or more than one of these. The compounds may be obtained by reacting (1) N-(alkyl)-acidyl-aminoethylene-dimethylamines <FORM:0680476/IV (b)/2> with halogen acetanilides; (2) N-alkyl-acidyl-aminoethyl halides with dimethyl-aminoacetanilides; (3) or quaternating the tertiary amine with methyl chloride or bromide. The alkyl group of the C7-15 chain may be a mixture known as "lauric" acid obtained by saponification of palm kernel fats, for example, and distilling once. In examples, the amide from lauric acid and trimethyl ethylene diamine reacts with chloracetanilide, the corresponding N1-ethyl compound reacts with chloraceto-p-toluidide and the N1-propyl compound, obtainable from lauric acid methyl ester and N-N-dimethyl-N1-propyl-ethylene diamine, reacts with chloracetanilide. The corresponding bromides are obtained in an analogous manner. A list of other products similarly obtainable includes those substituted also in the phenyl residue by chloro-, bromo-, methyl- and methoxy-. The basic amides used in reaction (1) may be generally obtained by the action of higher fatty acids including palmitic and myristic on dimethylaminoethylalkylamines.ALSO:Quaternary ammonium compounds of the formula <FORM:0680476/IV (c)/1> in which R is alkyl of 7-15 C atoms, Hal is chloride or bromide, R1 is lower alkyl, and R11 is hydrogen, halogen, methyl, methoxy, or more than one of these, are used in aqueous solution for disinfecting and as wetting and dispersing agents in the leather, paper and textile industries.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB869150A GB680476A (en) | 1950-04-06 | 1950-04-06 | New quaternary ammonium compounds and their manufacture |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB869150A GB680476A (en) | 1950-04-06 | 1950-04-06 | New quaternary ammonium compounds and their manufacture |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB680476A true GB680476A (en) | 1952-10-08 |
Family
ID=9857382
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB869150A Expired GB680476A (en) | 1950-04-06 | 1950-04-06 | New quaternary ammonium compounds and their manufacture |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB680476A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4348536A (en) | 1975-05-28 | 1982-09-07 | Bayer Aktiengesellschaft | Odorless catalysts for the synthesis of polyurethanes |
-
1950
- 1950-04-06 GB GB869150A patent/GB680476A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4348536A (en) | 1975-05-28 | 1982-09-07 | Bayer Aktiengesellschaft | Odorless catalysts for the synthesis of polyurethanes |
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