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GB743043A - Basic ethers of substituted diphenylmethyl carbinols - Google Patents

Basic ethers of substituted diphenylmethyl carbinols

Info

Publication number
GB743043A
GB743043A GB28502/53A GB2850253A GB743043A GB 743043 A GB743043 A GB 743043A GB 28502/53 A GB28502/53 A GB 28502/53A GB 2850253 A GB2850253 A GB 2850253A GB 743043 A GB743043 A GB 743043A
Authority
GB
United Kingdom
Prior art keywords
ether
phenyl
hydrochloride
ethyl ether
chlorophenyl
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
GB28502/53A
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.)
ASTA-WERKE AG CHEMISCHE FABRIC
Asta Medica GmbH
Original Assignee
ASTA-WERKE AG CHEMISCHE FABRIC
Asta Werke AG Chemische Fabrik
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 ASTA-WERKE AG CHEMISCHE FABRIC, Asta Werke AG Chemische Fabrik filed Critical ASTA-WERKE AG CHEMISCHE FABRIC
Publication of GB743043A publication Critical patent/GB743043A/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
    • C07D295/08Heterocyclic 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 bound oxygen or sulfur atoms
    • C07D295/084Heterocyclic 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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088Heterocyclic 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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur 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 formula <FORM:0743043/IV(a)/1> wherein B is dimethylamino, diethylamino, and piperidino, and acid salts thereof. The compounds are prepared by reacting 4-chlorobenzophenone or 4-chloro-acetophenone with an excess (e.g. a 50 per cent or more excess) of a methylmagnesium halide (e.g. methyl magnesium chloride) or a phenyl magnesium halide respectively under Grignard conditions to form a - phenyl - a - para - chlorophenyl - ethanol, treating the latter in an organic solvent (e.g. toluene) and in presence of sodium amide with a compound of formula B-CH2-CH2-Halogen, separating the resulting ether and, if desired, converting this to the hydrochloride by dissolving it in ethyl ether and adding dropwise ethyl ether saturated with an equivalent amount of hydrochloric acid, drying the precipitated hydrochloride in vacuo, redissolving in acetone, precipitating therefrom with ethyl ether, removing the ether, and finally drying the hydrochloride in vacuo over phosphorus pentoxide. The examples describe the preparation of (1 - para - chlorophenyl - 1 - phenyl) - ethyl-(b - dimethylaminoethyl, b - diethylaminoethyl, and b -piperidinoethyl) ether and the hydrochlorides thereof. Specification 667,113 is referred to.
GB28502/53A 1952-10-25 1953-10-15 Basic ethers of substituted diphenylmethyl carbinols Expired GB743043A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE743043X 1952-10-25

Publications (1)

Publication Number Publication Date
GB743043A true GB743043A (en) 1956-01-04

Family

ID=6646500

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28502/53A Expired GB743043A (en) 1952-10-25 1953-10-15 Basic ethers of substituted diphenylmethyl carbinols

Country Status (1)

Country Link
GB (1) GB743043A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2932668A (en) * 1957-01-22 1960-04-12 Asta Werke Ag Chem Fab Process for the production of aminoalkyl ethers of alcohols of the aromatic-aliphatic series
US2999096A (en) * 1957-05-23 1961-09-05 Endo Lab Cyanobenzhydryl ethers of amino alcohols
US3102072A (en) * 1959-05-30 1963-08-27 Asta Werke Ag Chem Fab Hypnotic composition comprising barbituric acid derivatives and n,n-disubstituted - beta - aminoisopropyl-(p-chloro-alpha-methyl-benzhydryl)-ethers

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2932668A (en) * 1957-01-22 1960-04-12 Asta Werke Ag Chem Fab Process for the production of aminoalkyl ethers of alcohols of the aromatic-aliphatic series
US2999096A (en) * 1957-05-23 1961-09-05 Endo Lab Cyanobenzhydryl ethers of amino alcohols
US3102072A (en) * 1959-05-30 1963-08-27 Asta Werke Ag Chem Fab Hypnotic composition comprising barbituric acid derivatives and n,n-disubstituted - beta - aminoisopropyl-(p-chloro-alpha-methyl-benzhydryl)-ethers

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