GB726864A - New ª‰-dialkyl-aminobutyric acid anilide derivatives and a process for preparing thesame - Google Patents

New ª‰-dialkyl-aminobutyric acid anilide derivatives and a process for preparing thesame

Info

Publication number
GB726864A
GB726864A GB13287/53A GB1328753A GB726864A GB 726864 A GB726864 A GB 726864A GB 13287/53 A GB13287/53 A GB 13287/53A GB 1328753 A GB1328753 A GB 1328753A GB 726864 A GB726864 A GB 726864A
Authority
GB
United Kingdom
Prior art keywords
para
anilide
phenetidide
formula
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
GB13287/53A
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.)
Ed Geistlich Soehne AG fuer Chemische Industrie
Original Assignee
Ed Geistlich Soehne AG fuer Chemische Industrie
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 Ed Geistlich Soehne AG fuer Chemische Industrie filed Critical Ed Geistlich Soehne AG fuer Chemische Industrie
Publication of GB726864A publication Critical patent/GB726864A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups

Landscapes

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

Abstract

The invention comprises compounds of formula <FORM:0726864/IV (b)/1> (wherein R is a phenyl group which may have one or two substituents chosen from the following groups:-alkyl or alkoxy groups having from 1 to 5 carbon atoms, a nitro or amino group; and R1 and R2 which may be the same or different are methyl or ethyl groups) and their non-toxic water- and alcohol-soluble salts, preferably the hydrochlorides, sulphates, acetates or tartrates. The compounds are prepared by reacting a crotonic acid anilide of formula R-NH-CO-CH=CH-CH3 with a dialkylamine of formula <FORM:0726864/IV (b)/2> preferably in the presence of a solvent (e.g. alcohol) and preferably in a closed vessel maintained at 100-150 DEG C. for several hours. Compounds containing nitro groups may be subsequently reduced, e.g. with stannous chloride in alcoholic hydrochloric acid or by hydrogenation using a platinum oxide catalyst and a methanol or glacial acetic acid solvent. Specified dialkylamines are dimethyl-, diethyl-and methyl ethyl amine. The examples describe the preparation of the anilide, orthoanisidide, para-anisidide, ortho-phenetidide, para - phenetidide, para - amino - anilide, para-nitro - anilide, 2,6 - dimethylanilide and para-n - butoxy - anilide of b - diethylamino - butyric acid, and the anilide and para-phenetidide of b - dimethylaminobutyric acid. Specification 634,072 is referred to.
GB13287/53A 1952-05-13 1953-05-12 New ª‰-dialkyl-aminobutyric acid anilide derivatives and a process for preparing thesame Expired GB726864A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH726864X 1952-05-13

Publications (1)

Publication Number Publication Date
GB726864A true GB726864A (en) 1955-03-23

Family

ID=4532011

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13287/53A Expired GB726864A (en) 1952-05-13 1953-05-12 New ª‰-dialkyl-aminobutyric acid anilide derivatives and a process for preparing thesame

Country Status (1)

Country Link
GB (1) GB726864A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3013014A (en) * 1958-07-02 1961-12-12 Smith Arthur Ernest Wilder Para carbalkoxy-beta-morpholino butyranilides
US3108997A (en) * 1957-10-31 1963-10-29 Astra Ab Morpholino lower alkanoyl xylidides and toluidides
US3160662A (en) * 1957-06-26 1964-12-08 Astra Apotekarnes Kem Fab Lower alkylaminoacyl amide anesthetics
GB2129424A (en) * 1982-08-27 1984-05-16 Pharmaton Sa Basic acetanilides

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3160662A (en) * 1957-06-26 1964-12-08 Astra Apotekarnes Kem Fab Lower alkylaminoacyl amide anesthetics
US3108997A (en) * 1957-10-31 1963-10-29 Astra Ab Morpholino lower alkanoyl xylidides and toluidides
US3013014A (en) * 1958-07-02 1961-12-12 Smith Arthur Ernest Wilder Para carbalkoxy-beta-morpholino butyranilides
GB2129424A (en) * 1982-08-27 1984-05-16 Pharmaton Sa Basic acetanilides

Similar Documents

Publication Publication Date Title
GB1571231A (en) N - aminoalkyl - heterocycles methods for their preparation and compositions containing them
US2691025A (en) N-(tertiary-aminoalkyl)-2, 4-disubstituted-benzamides and their preparation
GB726864A (en) New ª‰-dialkyl-aminobutyric acid anilide derivatives and a process for preparing thesame
US2599001A (en) Nu, nu-disubstituted-beta-haloalkylamines
JPS6026154B2 (en) Production method of basic oxazine dye
US3239520A (en) N-(monocarbocyclic aryloxy-lower alkyl)-n&#39; (diloweralkyl, or heterocyclic)-lower alkylene diamines
FI59593B (en) FOERFARANDE FOER FRAMSTAELLNING AV NYA PROLAKTINUTSOENDRING FOERHINDRANDE OCH GONADOTROPINUTSOENDRING STIMULERANDE NBETA SUBSTITUERADE 8-BETA-AMINOETYLERGOLIN-I-DERIVAT OCH DESSAS SALTER
BRPI1106566B1 (en) polyamine compound
US2288334A (en) Local anesthetic
US2474821A (en) Quinoline compounds and process of making same
Peng et al. The Synthesis of Some 6-N-Substituted Amido Derivatives of 4, 6-Diaminoquinaldine and a Study of their in vitro Antibacterial Activity1, 2
US2607777A (en) N-alkyl piperidyl alkyl esters of diphenyl acetic acid and 9-fluorenyl carboxylic acid
US6734324B2 (en) Method for producing acetoacetylated aromatic amines
US2665278A (en) Gamma-hydroxy quaternary ammonium compounds
GB2068963A (en) Basic ethers of 4-hydroxy-benzophenones acting as beta-blocking agents and relevant preparation processes
Billman et al. Antispasmodics and Anticonvulsants. IV. N, N'-Substituted α-Aminodiphenyl-acetamides
GB933504A (en) New piperidine derivatives and methods for preparing the same
ES442710A1 (en) A procedure for preparing new piperazine derivatives. (Machine-translation by Google Translate, not legally binding)
US2828328A (en) Monoalkylaminoalkyl 3-alkoxy-4-aminobenzoates
JPS61129167A (en) Novel substituted phenylpiperazine derivatives, manufacture and use
HUTTON The synthesis of some new phenylurethans as potential local anesthetics
Heinzelman et al. Physiologically active amines. Tertiary amines and quaternary salts related to β-(o-methoxyphenyl)-isopropyl-N-methylamine
Al-Majidi et al. Synthesis and Antimicrobial Activity of Some New Acetylenic Amine of Isatin Derivatives
Takamura et al. Studies on Analgesics of Aniline Series. I. Preparation and Properties of β-Alaninamide Series
Bachmann A New Synthesis of 1-Aminophenanthrene