GB475170A - Manufacture of new derivatives of aliphatic acid amides - Google Patents
Manufacture of new derivatives of aliphatic acid amidesInfo
- Publication number
- GB475170A GB475170A GB1360036A GB1360036A GB475170A GB 475170 A GB475170 A GB 475170A GB 1360036 A GB1360036 A GB 1360036A GB 1360036 A GB1360036 A GB 1360036A GB 475170 A GB475170 A GB 475170A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyridine
- hydrochloride
- paraformaldehyde
- stearohydroxymethylamide
- quinoline
- 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
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/04—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms
- C07D215/10—Quaternary compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Abstract
Quaternary ammonium salts are obtained by the reaction of an aliphatic carboxylic acid amide and formaldehyde with a salt of pyridine or of an alkylpyridine or quinoline or with an addition product of any of these amines with an inorganic acid anhydride, the reaction being effected in the presence of free pyridine, alkylpyridine, or quinoline. The same products are obtainable also by reacting an aliphatic carboxylic acid hydroxymethylamide (obtainable from an aliphatic carboxylic acid amide and formaldehyde) with a salt of one of the specified tertiary amines or with an addition product thereof with an inorganic acid anhydride, this reaction also being effected in the presence of free tertiary amine, as specified above. The reaction may be effected at 50--100 DEG C. in the presence or absence of a diluent, which may be chloroform, benzene or toluene or a sufficient excess of free tertiary amine. In place of formaldehyde, a polymer such as paraformaldehyde may be used. Specified carboxylic acid amides are acetamide, propionamide, oleic amide, lauramide, stearamide, and amides of the acids of coconut oil, palm oil, cotton seed oil or tallow or of the acids obtainable from hydrogenated fats. Suitable tertiary amine salts are the hydrochloride, hydrobromide, sulphate, nitrate, m-nitrobenzene sulphonate and p-toluenesulphonate of pyridine or of an alkylpyridine or quinoline; the addition products of pyridine with sulphur trioxide and sulphur dioxide may also be used. As alkylpyridines picolines and lutidines are specified, or use may be made of technical pyridine bases. The products are of the type RCONHCH2NX, where RCO is the radicle of an aliphatic carboxylic acid, X is a monovalent anion, and N indicates a p pyridine, alkylpyridine or quinoline molecule; they yield foaming aqueous solutions and are useful as textile assistants. Examples are given of the manufacture of products from (1) stearohydroxymethylamide and the addition product of pyridine and sulphur trioxide, free pyridine being present; (2) stearohydroxymethylamide, pyridine hydrochloride, and pyridine; (3) stearamide, paraformaldehyde, pyridine hydrochloride, hydrobromide, nitrate or m-nitrobenzene sulphonate, and pyridine; (4) lauramide (or the amides of coconut oil acids), paraformaldehyde, pyridine hydrochloride, and pyridine; (5) propionamide, paraformaldehyde, pyridine hydrochloride, and pyridine; (6) acetamide, paraformaldehyde, pyridine hydrochloride, and pyridine; (7) stearamide, paraformaldehyde, and the addition product of pyridine and sulphur trioxide, free pyridine being present; (8) oleic acid hydroxymethylamide, pyridine hydrochloride, and pyridine; (9) stearohydroxymethylamide, pyridine oxalate or p-toluenesulphonate, and pyridine; (10) stearohydroxymethylamide, quinoline hydrochloride, and quinoline; (11) propionohydroxymethylamide, pyridine hydrochloride, and pyridine; (12) stearohydroxymethylamide, pyridine nitrate, and pyridine. Specification 317,736, [Class 2 (iii)], is referred to. Stearohydroxymethylamide is obtainable by treating stearamide with paraformaldehyde at 50 DEG C. in benzene in the presence of potassium carbonate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1360036A GB475170A (en) | 1936-05-13 | 1936-05-13 | Manufacture of new derivatives of aliphatic acid amides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1360036A GB475170A (en) | 1936-05-13 | 1936-05-13 | Manufacture of new derivatives of aliphatic acid amides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB475170A true GB475170A (en) | 1937-11-15 |
Family
ID=10025967
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1360036A Expired GB475170A (en) | 1936-05-13 | 1936-05-13 | Manufacture of new derivatives of aliphatic acid amides |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB475170A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE918982C (en) * | 1939-04-25 | 1954-10-11 | Dehydag Gmbh | Process for the production of quaternary nitrogen compounds |
| DE102008038916A1 (en) | 2008-08-13 | 2010-02-18 | Basf Se | Expandable styrene polymers, useful for producing foam molded parts such as sheets, blocks, pipes, rods and profiles, preferably plates or blocks, comprises coating comprising a halogen-free flame retardants, and an organic binder |
| WO2010100230A1 (en) | 2009-03-06 | 2010-09-10 | Basf Se | Coating composition for foam particles |
| WO2010146146A1 (en) | 2009-06-19 | 2010-12-23 | Basf Se | Coated foam particles |
| WO2011064230A1 (en) | 2009-11-27 | 2011-06-03 | Basf Se | Coating composition for foam particles |
| WO2012019988A1 (en) | 2010-08-09 | 2012-02-16 | Basf Se | High temperature- and moisture-stable materials with improved insulating properties based on foams and disperse silicates |
-
1936
- 1936-05-13 GB GB1360036A patent/GB475170A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE918982C (en) * | 1939-04-25 | 1954-10-11 | Dehydag Gmbh | Process for the production of quaternary nitrogen compounds |
| DE102008038916A1 (en) | 2008-08-13 | 2010-02-18 | Basf Se | Expandable styrene polymers, useful for producing foam molded parts such as sheets, blocks, pipes, rods and profiles, preferably plates or blocks, comprises coating comprising a halogen-free flame retardants, and an organic binder |
| WO2010100230A1 (en) | 2009-03-06 | 2010-09-10 | Basf Se | Coating composition for foam particles |
| WO2010146146A1 (en) | 2009-06-19 | 2010-12-23 | Basf Se | Coated foam particles |
| WO2011064230A1 (en) | 2009-11-27 | 2011-06-03 | Basf Se | Coating composition for foam particles |
| WO2012019988A1 (en) | 2010-08-09 | 2012-02-16 | Basf Se | High temperature- and moisture-stable materials with improved insulating properties based on foams and disperse silicates |
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