GB754924A - Improvements in or relating to basically substituted carboxylic acid amides - Google Patents

Improvements in or relating to basically substituted carboxylic acid amides

Info

Publication number
GB754924A
GB754924A GB35305/54A GB3530554A GB754924A GB 754924 A GB754924 A GB 754924A GB 35305/54 A GB35305/54 A GB 35305/54A GB 3530554 A GB3530554 A GB 3530554A GB 754924 A GB754924 A GB 754924A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
general formula
dichloro
chloro
compounds
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
GB35305/54A
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 GB754924A publication Critical patent/GB754924A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/14Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/145Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/15Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Landscapes

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

Abstract

The invention comprises compounds of the general formula <FORM:0754924/IV(a)/1> wherein R is monochlorphenyl or dichlorphenyl which dichlorphenyl radical has at least one chloro substituent in the meta or para position, R1 is hydrogen or alkyl of from one to five carbon atoms, R2 is alkyl of from one to five carbon atoms, and R3 is a dialkylamino group containing from two to four carbon atoms or an N-piperidyl group, and non-toxic salts thereof. The invention also includes the preparation of compounds of the above general formula in which a compound of the general formula <FORM:0754924/IV(a)/2> is heated at a temperature within the range of from 90 DEG to 200 DEG C. with a secondary amine HR3. The reaction may be performed in an organic solvent such as methanol, ethanol, benzene or toluene and a large excess of the secondary amine is preferably used. The reaction may be effected at normal or increased pressure. The crude reaction product may be purified by dissolution in acid, filtration and reprecipitation with alkali, followed by repeated recrystallization from alcohol, or of a soluble salt of the base from water. Examples describe the preparation of b -diethylamino-butyric acid - (p - chlor) - anilide and the corresponding o-p-dichloro compound, and b -N-piperidylbutyric acid-(p-chlor)-anilide and the corresponding o-chloro, m-chloro, o,p-dichloro and 2,5-dichloro compounds. Salts of some of these bases are referred to.
GB35305/54A 1953-12-22 1954-12-06 Improvements in or relating to basically substituted carboxylic acid amides Expired GB754924A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH754924X 1953-12-22

Publications (1)

Publication Number Publication Date
GB754924A true GB754924A (en) 1956-08-15

Family

ID=4534185

Family Applications (1)

Application Number Title Priority Date Filing Date
GB35305/54A Expired GB754924A (en) 1953-12-22 1954-12-06 Improvements in or relating to basically substituted carboxylic acid amides

Country Status (1)

Country Link
GB (1) GB754924A (en)

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