GB929707A - Process for the production of aliphatic ªÏ-aminocarboxylic acids - Google Patents
Process for the production of aliphatic ªÏ-aminocarboxylic acidsInfo
- Publication number
- GB929707A GB929707A GB24696/59A GB2469659A GB929707A GB 929707 A GB929707 A GB 929707A GB 24696/59 A GB24696/59 A GB 24696/59A GB 2469659 A GB2469659 A GB 2469659A GB 929707 A GB929707 A GB 929707A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ammonia
- treatment
- aminocarboxylic acid
- aminonitriles
- hydrochlorides
- 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
- 239000002253 acid Substances 0.000 title abstract 3
- 150000007513 acids Chemical class 0.000 title abstract 3
- 125000001931 aliphatic group Chemical group 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 8
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 229910021529 ammonia Inorganic materials 0.000 abstract 3
- 235000019270 ammonium chloride Nutrition 0.000 abstract 2
- 150000003840 hydrochlorides Chemical class 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 239000012267 brine Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 1
- 238000011084 recovery Methods 0.000 abstract 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/08—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Aliphatic o -aminocarboxylic acids containing more than two methylene groups are prepared by treating the corresponding hydrochlorides with liquid ammonia and allowing the loose ammonia-o -aminocarboxylic acid addition compounds so formed to decompose at reduced or room temperature or under the application of heat. o -Aminocarboxylic acid hydrochlorides or mixtures thereof with ammonium chloride derived by hydrolysis of the corresponding o -aminonitriles or of the hydrochlorides of the corresponding amino-nitrilium compounds may be used. The amino-nitrilium compounds may in turn be derived from corresponding o -aminonitriles by treatment with dry hydrogen chloride, and the o -aminonitriles may be obtained from o -chloronitriles by reaction with ammonia. If desired the above process may be conducted continuously and any ammonium chloride formed as a by-product may be treated with brine to generate ammonia. The ammonia treatment is preferably carried out at temperatures ranging from -30 DEG C. to -45 DEG C., or from 0 DEG C. to room temperature under elevated pressure. After decomposition of the ammonia-o -aminocarboxylic acid addition compound at elevated temperatures, the resulting solid o -aminocarboxylic acid is preferably subjected at room temperature to a further treatment with liquid ammonia and/or a treatment with water, alcohols or aliphatic or aromatic hydrocarbons or mixtures thereof. Examples describe the recovery of e -aminoenanthic, o -aminopelargonic, o -aminoundecanic, o -aminopentadecanic and d -aminovaleric acids. Specification 907,325 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DED0028550 | 1958-07-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB929707A true GB929707A (en) | 1963-06-26 |
Family
ID=7039714
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB24696/59A Expired GB929707A (en) | 1958-07-19 | 1959-07-17 | Process for the production of aliphatic ªÏ-aminocarboxylic acids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB929707A (en) |
-
1959
- 1959-07-17 GB GB24696/59A patent/GB929707A/en not_active Expired
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