GB608295A - Manufacture of imidazolines - Google Patents
Manufacture of imidazolinesInfo
- Publication number
- GB608295A GB608295A GB16196/46A GB1619646A GB608295A GB 608295 A GB608295 A GB 608295A GB 16196/46 A GB16196/46 A GB 16196/46A GB 1619646 A GB1619646 A GB 1619646A GB 608295 A GB608295 A GB 608295A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphide
- nitrile
- naphthyl
- methyl
- imidazoline
- 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
- C07D233/20—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 substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D233/24—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- 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
-
- 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
- C07D233/20—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 substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D233/22—Radicals substituted by oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Imidazolines are prepared by reacting a nitrile with an aliphatic diamine in which the two amino groups are attached to vicinal carbon atoms, in the presence of hydrogen sulphide or a substance capable of yielding hydrogen sulphide during the reaction, e.g. carbon disulphide, phosphorus pentasulphide, on alkali metal sulphide, an ammonium sulphide, iron sulphide or aluminium sulphide. The reaction may be effected in the presence of a smaller quantity of hydrogen sulphide than which corresponds to equimolecular proportions of the nitrile and hydrogen sulphide. The nitrile employed may be an aliphatic, alicyclic, aromatic, araliphatic or heterocyclic nitrile which may carry substituents such as halogen atoms, substituted or unsubstituted hydroxyl or amino groups. The reaction is advantageously carried out in an organic solvent, e.g. ethanol, xylene or toluene, at a raised temperature and in a closed vessel, and a mineral acid such as a hydrogen halide, sulphuric or phosphoric acid may be added. In examples, the preparation of the following compounds is described: 2-benzyl-imidazoline, 2-[naphthyl-(11)-methyl]-, 2-[41-methoxy - naphthyl - (11) - methyl]-, 2 - (31 : 41 : 51 - trimethoxybenzyl-, 2-(21-methoxy-naphthyl-(11)- and 2-(N - phenyl - aminomethyl) - imidazoline hydrochlorides, and 2-phenyl-, 2-n-pentyl-, 2-cyclohexylmethyl-, 2 - [b - phenylethyl]-, 2 - [pyridyl - (31)- and 2-[quinolyl-(81)-methyl]-imidazolines. The samples furnished under Sect. 2 (5) comprise 2-benzyl- and 2-(N-diphenyl-aminomethyl)-imidazoline.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH608295X | 1945-06-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB608295A true GB608295A (en) | 1948-09-13 |
Family
ID=4523216
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB16196/46A Expired GB608295A (en) | 1945-06-06 | 1946-05-28 | Manufacture of imidazolines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB608295A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2751393A (en) * | 1953-05-13 | 1956-06-19 | Imidazoline derivatives of aryl indoles |
-
1946
- 1946-05-28 GB GB16196/46A patent/GB608295A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2751393A (en) * | 1953-05-13 | 1956-06-19 | Imidazoline derivatives of aryl indoles |
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