GB855770A - N-substituted anilides and their preparation - Google Patents

N-substituted anilides and their preparation

Info

Publication number
GB855770A
GB855770A GB39467/57A GB3946757A GB855770A GB 855770 A GB855770 A GB 855770A GB 39467/57 A GB39467/57 A GB 39467/57A GB 3946757 A GB3946757 A GB 3946757A GB 855770 A GB855770 A GB 855770A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
alkyl
variously
hydrogen
preparation
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
GB39467/57A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB855770A publication Critical patent/GB855770A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises compounds of the formula: <FORM:0855770/IV(b)/1> (wherein R is alkyl of 1 to 4 carbon atoms, R1 is hydrogen, halogen, dihalogen, hydroxyl, alkyl, alkoxy, alkanoyloxy or alkanoylamino, of at most 6 carbon atoms, R11 and R111 are alkyl radicals each containing at most 6 carbon atoms or together with the adjacent nitrogen atom form the residue of a saturated heterocyclic amine, and n is 2 or 3) and acid-addition salts thereof; and the preparation thereof by acylation, with an acylating agent such as an acyl anhydride or an acyl halide containing the group RCO, of the appropriate N-substituted aniline. The reactants may, for example, be heated on a steam bath and the desired products distilled off. Examples describe the preparation of compounds of the above general formula in which -NR11 R111 is variously dimethylamino, diethylamino, dibutylamino, piperidino, morpholino and pyrrolidino, CnH2n is variously ethylene, 1- and 2- propylene and trimethylene, R is variously ethyl, n-propyl, iso-propyl and n-butyl and R1 is variously hydrogen, o- and p-methyl, m-hydroxy, p-ethyl, m-methoxy, p-ethoxy, m- and p-chloro, 2 : 4-dichloro, m-propionyloxy, ppropionamido and m-bromo; and hydrochlorides and nitrates thereof.ALSO:Pharmaceutical compositions comprises N-substituted anilides of the formula: <FORM:0855770/VI/1> (wherein R is alkyl of 1 to 4 carbon atoms, R1 is hydrogen, halogen, dihalogen, hydroxyl, alkyl, alkoxy, alkanoyloxy or alkanoylamino of at most 6 carbon atoms, R11 and R111 are alkyl radicals each containing at most 6 carbon atoms or together with the adjacent nitrogen atom form the residue of a saturated heterocyclic amine, and n is 2 or 3) or acid-addition salts thereof in admixture with suitable exipients or diluents. They may be formulated as pills, tablets, capsules or powders.
GB39467/57A 1956-12-27 1957-12-19 N-substituted anilides and their preparation Expired GB855770A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US855770XA 1956-12-27 1956-12-27

Publications (1)

Publication Number Publication Date
GB855770A true GB855770A (en) 1960-12-07

Family

ID=22192557

Family Applications (1)

Application Number Title Priority Date Filing Date
GB39467/57A Expired GB855770A (en) 1956-12-27 1957-12-19 N-substituted anilides and their preparation

Country Status (1)

Country Link
GB (1) GB855770A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3378586A (en) * 1964-05-07 1968-04-16 Squibb & Sons Inc Phenyl lower alkylthio-alkylamino acetanilide derivatives
US6846953B1 (en) 1999-05-10 2005-01-25 Warner Lambert Company Aromatic amides

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3378586A (en) * 1964-05-07 1968-04-16 Squibb & Sons Inc Phenyl lower alkylthio-alkylamino acetanilide derivatives
US6846953B1 (en) 1999-05-10 2005-01-25 Warner Lambert Company Aromatic amides

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