GB473995A - Process for the preparation of new n-substituted camphoric amides - Google Patents

Process for the preparation of new n-substituted camphoric amides

Info

Publication number
GB473995A
GB473995A GB1196336A GB1196336A GB473995A GB 473995 A GB473995 A GB 473995A GB 1196336 A GB1196336 A GB 1196336A GB 1196336 A GB1196336 A GB 1196336A GB 473995 A GB473995 A GB 473995A
Authority
GB
United Kingdom
Prior art keywords
bis
camphoric acid
camphoric
diethylamide
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
Application number
GB1196336A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
Societe des Usines Chimiques Rhone Poulenc SA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Rhone Poulenc SA, Societe des Usines Chimiques Rhone Poulenc SA filed Critical Rhone Poulenc SA
Priority to GB1196336A priority Critical patent/GB473995A/en
Publication of GB473995A publication Critical patent/GB473995A/en
Expired legal-status Critical Current

Links

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
    • C07C233/12—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 halogen atoms or by nitro or nitroso groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Camphoric acid bis-dialkylamides are prepared by reacting the dichloride of a camphoric acid or the chloride of a monodialkylamide of a camphoric acid with a dialkyl amine. The products possess therapeutic properties. According to the examples: (1) d-camphoric acid is treated with phosphorus pentachloride and the resulting mixture of d-camphoric and l-isocamphoric acid dichlorides then reacted with diethylamine to give a mixture of the bis-diethylamides of the same acids, from which the d-camphoric acid bis-diethylamide may be isolated by crystallization from ligroin; when l-camphoric acid is used as starting material, a mixture of the bis-diethylamides of l-camphoric and d-isocamphoric acids is obtained, from which the l-camphoric acid derivative may be separated; (2) l-isocamphoric acid chloride is converted by interaction with diethylamine into its bis-diethylamide; (3) d-camphoric acid is treated at ordinary temperature with phosphorus pentachloride and the d-camphoryl chloride so prepared is reacted with diethylamine to form the bis-diethylamide; in a similar way the bis-dimethylamide, -dibutylamide, -diamylamide and -methylethylamide of d-camphoric acid may be obtained; (4) d-camphoric acid monodiethylamide is heated with thionyl chloride and the product added in small quantities to a benzene solution of diethylamine to produce the bis-diethylamide of l-camphoric acid; by using dimethylamine the a -diethylamide-b -dimethylamide is obtained, and by using methylethylamine the a -diethylamide-b -methylethylamide results; (5) d-camphoric acid a -dimethylamide is treated with thionyl chloride and then with diethylamine whereby the a -dimethylamide-b -diethylamide is produced; when dimethylamine is used the bis-dimethylamide is obtained.
GB1196336A 1936-04-27 1936-04-27 Process for the preparation of new n-substituted camphoric amides Expired GB473995A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1196336A GB473995A (en) 1936-04-27 1936-04-27 Process for the preparation of new n-substituted camphoric amides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1196336A GB473995A (en) 1936-04-27 1936-04-27 Process for the preparation of new n-substituted camphoric amides

Publications (1)

Publication Number Publication Date
GB473995A true GB473995A (en) 1937-10-25

Family

ID=9995879

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1196336A Expired GB473995A (en) 1936-04-27 1936-04-27 Process for the preparation of new n-substituted camphoric amides

Country Status (1)

Country Link
GB (1) GB473995A (en)

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