GB1187131A - Method for producing Imidazolines and derivatives thereof - Google Patents
Method for producing Imidazolines and derivatives thereofInfo
- Publication number
- GB1187131A GB1187131A GB1859967A GB1859967A GB1187131A GB 1187131 A GB1187131 A GB 1187131A GB 1859967 A GB1859967 A GB 1859967A GB 1859967 A GB1859967 A GB 1859967A GB 1187131 A GB1187131 A GB 1187131A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction
- diamine
- water
- mols
- acid
- 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
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/06—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
- C07D233/08—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms
- C07D233/12—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D233/14—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/06—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
- C07D233/08—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms
- C07D233/10—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,187,131. Imidazolines. H. S. MANNHEIMER. 21 April, 1967 [22 April, 1966; 5 April, 1967], No. 18599/67. Heading C2C. An organic reaction product having a high content of an imidazoline of the formula wherein R 1 represents a C 2-4 alkyl or C 2-4 alkylol radical and R represents an alkyl, alkenyl or cycloalkyl radical containing at least 5 carbon atoms, a hydrocarbon radical of a resinic acid, or an alkaryl or alkenylaryl radical, the alkyl or alkenyl moiety containing at least 6 carbon atoms, is prepared by heating a diamine NH 2 -(CH 2 ) 2 -NHR 1 with a fatty acid R-COOH and continuously removing water of reaction and some of said diamine as a distillate, heating being continued until at least 1À75 mols water per mol fatty acid have been removed as distillate and, while said water of reaction is being produced, continuously maintaining in the reaction mixture at least 1À08 mols diamine per mol fatty acid originally in said mixture, the amount of diamine being calculated on the basis that none of the unremoved amine has reacted. It is preferred to use 1À1 1 mols diamine per mol acid, to continue the reaction until about 2 mols water have been removed and subsequently to strip the excess amine from the reaction mass. The reaction is generally effected by heating the reactants to an initial temperature of about 140‹ C. under reduced pressure and thereafter increasing the temperature to about 200‹ C. while further reducing the pressure and adding sufficient diamine below the surface of the reaction mass to maintain the required excess. The resultant produce has a particularly low diamide content and forms acid addition or quaternary salts which provide clear solutions in water. Examples describe the preparation of imidazolines from aminoethylethanolamine and lauric or coconut fatty acid and quaternization of the products with chloroacetic acid and NaOH.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54437366A | 1966-04-22 | 1966-04-22 | |
| US628519A US3408361A (en) | 1967-04-05 | 1967-04-05 | Methods for producing imidazolines and derivatives thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1187131A true GB1187131A (en) | 1970-04-08 |
Family
ID=27067599
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1859967A Expired GB1187131A (en) | 1966-04-22 | 1967-04-21 | Method for producing Imidazolines and derivatives thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1187131A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0001005A1 (en) * | 1977-08-18 | 1979-03-07 | Albright & Wilson Limited | Manufacture of imidazolines |
| EP0002943A1 (en) * | 1977-12-22 | 1979-07-11 | Albright & Wilson Limited | Process for the manufacture of imidazolines |
-
1967
- 1967-04-21 GB GB1859967A patent/GB1187131A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0001005A1 (en) * | 1977-08-18 | 1979-03-07 | Albright & Wilson Limited | Manufacture of imidazolines |
| EP0002943A1 (en) * | 1977-12-22 | 1979-07-11 | Albright & Wilson Limited | Process for the manufacture of imidazolines |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |