GB877846A - Improvements in or relating to the preparation of aromatic ortho-disubstituted acid amides and salts and quaternary ammonium compounds of said acid amides - Google Patents

Improvements in or relating to the preparation of aromatic ortho-disubstituted acid amides and salts and quaternary ammonium compounds of said acid amides

Info

Publication number
GB877846A
GB877846A GB3094/60A GB309460A GB877846A GB 877846 A GB877846 A GB 877846A GB 3094/60 A GB3094/60 A GB 3094/60A GB 309460 A GB309460 A GB 309460A GB 877846 A GB877846 A GB 877846A
Authority
GB
United Kingdom
Prior art keywords
acid amides
dimethyl
reacting
prepared
formula
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
GB3094/60A
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.)
LAEAEKETEHDAS ORION Oy
Original Assignee
LAEAEKETEHDAS ORION Oy
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 LAEAEKETEHDAS ORION Oy filed Critical LAEAEKETEHDAS ORION Oy
Publication of GB877846A publication Critical patent/GB877846A/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
    • C07D295/12Heterocyclic 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 singly or doubly bound nitrogen atoms
    • C07D295/125Heterocyclic 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 singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13Heterocyclic 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 singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/02Preparation 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

Compounds of the formula <FORM:0877846/IV (b)/1> in which R1 represents a halogen atom or an alkyl group, R2 represents a hydrogen atom or an alkyl or alkoxy group, R represents a tertiary amino radical and n is the integer 2 or 3 are prepared by reacting an acid halide of the formula <FORM:0877846/IV (b)/2> with a tertiary amino alkylamine of the formula R(CH2)nNH2 to produce a basic acid amide, which may be converted to a salt or quaternary compound. In an example 2,6-dimethyl-4-ethoxybenzoyl chloride is reacted with diethylethylenediamine. Other products which may be obtained by reacting the acid halides with dialkylamino- and N-morpholinylethylamine and propylamines are listed. 2,6-dimethyl-4-alkoxy benzoyl chlorides may be prepared by etherifying a 2,6-dimethyl-4-hydroxy - bromobenzene, converting the bromine atom to a carboxyl group by a Grignard reaction, and reacting the resulting acid with thionyl chloride. A list of these hitherto unknown intermediates is given. 2-chloro-6-methyl benzoyl chloride may be prepared from the nitrile.
GB3094/60A 1959-02-07 1960-01-28 Improvements in or relating to the preparation of aromatic ortho-disubstituted acid amides and salts and quaternary ammonium compounds of said acid amides Expired GB877846A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FI22759 1959-02-07

Publications (1)

Publication Number Publication Date
GB877846A true GB877846A (en) 1961-09-20

Family

ID=8503813

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3094/60A Expired GB877846A (en) 1959-02-07 1960-01-28 Improvements in or relating to the preparation of aromatic ortho-disubstituted acid amides and salts and quaternary ammonium compounds of said acid amides

Country Status (6)

Country Link
AT (1) AT218513B (en)
BE (1) BE587137A (en)
CH (1) CH392484A (en)
DK (1) DK95874C (en)
FI (1) FI33631A (en)
GB (1) GB877846A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3532704A (en) * 1967-10-20 1970-10-06 Eprova Ag Anesthetic butoxydimethylbenzamides

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3532704A (en) * 1967-10-20 1970-10-06 Eprova Ag Anesthetic butoxydimethylbenzamides

Also Published As

Publication number Publication date
AT218513B (en) 1961-12-11
CH392484A (en) 1965-05-31
BE587137A (en) 1960-05-30
FI33631A (en) 1963-11-11
DK95874C (en) 1963-05-06

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