GB786128A - New phenylalkylamines and process for their production - Google Patents

New phenylalkylamines and process for their production

Info

Publication number
GB786128A
GB786128A GB3269455A GB3269455A GB786128A GB 786128 A GB786128 A GB 786128A GB 3269455 A GB3269455 A GB 3269455A GB 3269455 A GB3269455 A GB 3269455A GB 786128 A GB786128 A GB 786128A
Authority
GB
United Kingdom
Prior art keywords
morpholino
phenyl
chloride
formula
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
GB3269455A
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.)
Chemische Fabrik Promonta GmbH
Original Assignee
Chemische Fabrik Promonta GmbH
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 Chemische Fabrik Promonta GmbH filed Critical Chemische Fabrik Promonta GmbH
Priority to GB3269455A priority Critical patent/GB786128A/en
Publication of GB786128A publication Critical patent/GB786128A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic 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
    • C07D295/04—Heterocyclic 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
    • C07D295/08—Heterocyclic 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

The invention comprises compounds of the formula <FORM:0786128/IV (b)/1> wherein R is a saturated or unsaturated aliphatic hydrocarbon group, or an alkoxyalkyl, cycloalkyl, aryl or aralkyl group, the aryl group and the aryl moiety of the aralkyl group being either unsubstituted or substituted by one or more halogen atoms or alkyl, alkoxy or nitro groups, R1 and R2 are either each alkyl groups containing at most 6 carbon atoms or together with the nitrogen atom form a saturated mono-nuclear heterocyclic ring, and n is an integer greater than 1, and their preparation by reacting a phenylalkyl dichloride of the formula <FORM:0786128/IV (b)/2> with a compound ROM (M being an alkali metal atom) and reacting the compound <FORM:0786128/IV (b)/3> so formed with an amine HNR1R2. This process may be combined with the preparation of the phenylalkyl dichloride by chlormethylating by known methods a compound of the formula C6H5(CH2)nCl. In examples: (1) b -phenylethyl chloride, paraformaldehyde and hydrogen chloride in presence of anhydrous zinc chloride at about 45 DEG C. give b -(4-chloromethylphenyl)-ethyl chloride, this on refluxing with phenol and sodium in methanol gives b -(4-phenoxymethylphenyl) ethyl chloride and this on refluxing with morpholine gives N - [b - (4 - phenoxymethyl - phenyl) ethyl]-morpholine, purified via its hydrochloride; (2)-(29) by similar methods, compounds of formula I in which R, n and -NR1R2 have the following values, and intermediates of formula III, are also prepared: .R.n.-NR1R2 .ethyl.3.morpholino .o-chlorophenyl.2.morpholino .phenyl.3.morpholino .p-nitrophenyl.3.morpholino .o-chlorophenyl.3.morpholino .p-chlorophenyl.3.morpholino .2 : 4-dichlorophenyl.3.morpholino .o-bromophenyl.3.morpholino .p-bromophenyl.3.morpholino .3-methyl-4-chlorophenyl.3.morpholino .o-methylphenyl.3.morpholino .m-methylphenyl.3.morpholino .p-methylphenyl.3.morpholino .m-methoxyphenyl.3.pyrrolidino .3-methyl-6-isopropylphenyl.3.morpholino .phenyl.3.diethylamino .phenyl.3.methyl-n-butylamino .b -naphthyl.3.morpholino .phenyl.4.morpholino .isopropyl.3.piperidino .tert.-butyl.3.morpholino .benzyl.3.pyrrolidino .b -ethoxyethyl.3.morpholino .n-hexyl.3.morpholino .n-octyl.3.morpholino .allyl.3.morpholino .cyclohexyl.3.morpholino .b -ethoxyethyl.2.morpholino The preparation of d -(4-chloromethylphenyl)-butyl chloride is also described.
GB3269455A 1955-11-15 1955-11-15 New phenylalkylamines and process for their production Expired GB786128A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3269455A GB786128A (en) 1955-11-15 1955-11-15 New phenylalkylamines and process for their production

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3269455A GB786128A (en) 1955-11-15 1955-11-15 New phenylalkylamines and process for their production

Publications (1)

Publication Number Publication Date
GB786128A true GB786128A (en) 1957-11-13

Family

ID=6698959

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3269455A Expired GB786128A (en) 1955-11-15 1955-11-15 New phenylalkylamines and process for their production

Country Status (1)

Country Link
GB (1) GB786128A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4710315A (en) * 1984-04-16 1987-12-01 Merck Patent Gesellschaft Mit Beschrankter Haftung Anisotropic compounds and liquid crystal mixtures therewith
EP0339878A2 (en) * 1988-04-25 1989-11-02 Eli Lilly And Company Propanamine derivatives
CN106876096A (en) * 2016-04-19 2017-06-20 李冲 A kind of power network potential device cooling device

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4710315A (en) * 1984-04-16 1987-12-01 Merck Patent Gesellschaft Mit Beschrankter Haftung Anisotropic compounds and liquid crystal mixtures therewith
USRE36849E (en) * 1984-04-16 2000-09-05 Merck Patent Gmbh Anisotropic compounds and liquid crystal mixtures therewith
EP0339878A2 (en) * 1988-04-25 1989-11-02 Eli Lilly And Company Propanamine derivatives
EP0339878A3 (en) * 1988-04-25 1990-12-05 Eli Lilly And Company Propanamine derivatives
CN106876096A (en) * 2016-04-19 2017-06-20 李冲 A kind of power network potential device cooling device
CN106876096B (en) * 2016-04-19 2018-05-22 永春佳荣纸箱有限公司 A kind of power grid potential device cooling device

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