GB1079592A - Bicyclo-[2,2,2]-octane-1-methylamine derivatives - Google Patents

Bicyclo-[2,2,2]-octane-1-methylamine derivatives

Info

Publication number
GB1079592A
GB1079592A GB24804/65A GB2480465A GB1079592A GB 1079592 A GB1079592 A GB 1079592A GB 24804/65 A GB24804/65 A GB 24804/65A GB 2480465 A GB2480465 A GB 2480465A GB 1079592 A GB1079592 A GB 1079592A
Authority
GB
United Kingdom
Prior art keywords
prepared
octane
bicyclo
alkyl
carboxylic 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
GB24804/65A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB1079592A publication Critical patent/GB1079592A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C07C13/28Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
    • C07C13/32Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
    • C07C13/44Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with a bicyclo ring system containing eight carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cephalosporin Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Novel compounds of formula <FORM:1079592/C2/1> where R is H or C1-C6 alkyl, X and Y are each hydrogen, methyl or ethyl and R1 is -NR2R3 where R2 and R3 are each hydrogen, alkyl of 1 to 6 carbon atoms or allyl, and acid addition salts thereof, are prepared by reduction of the corresponding carboxamide or a bicyclo-[2,2,2]-octyl-(1) alkyl ketone oxime or by reaction of acetonitrile with an a ,a -dialkylbicyclo-(2,2,2)-octane-1-methanol, in each case optionally followed by alkylation of the amine group and/or salt formation. 4 - Alkylbicyclo - [2,2,2] - octane - 1 - carboxamides are prepared by reaction of ammonia or an appropriate amine with the corresponding acid chloride which is itself prepared from the carboxylic acid. The above oximes are prepared in the usual manner from the bicyclo-[2,2,2]-octyl-(1)-alkyl ketone which is itself prepared from an organometallic compound and the 1-carboxylic acid chloride. a ,a - Dimethylbicyclo - [2,2,2] - octane - 1-methanol is prepared by action of methylmagnesium bromide on the 1-carboxylic acid chloride. Penicillin salts of the above novel compounds are disclosed. Pharmaceutical compositions, feed concentrates and foodstuffs comprise an above novel compound and a carrier therefor.
GB24804/65A 1964-06-15 1965-06-11 Bicyclo-[2,2,2]-octane-1-methylamine derivatives Expired GB1079592A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US37533764A 1964-06-15 1964-06-15

Publications (1)

Publication Number Publication Date
GB1079592A true GB1079592A (en) 1967-08-16

Family

ID=23480493

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24804/65A Expired GB1079592A (en) 1964-06-15 1965-06-11 Bicyclo-[2,2,2]-octane-1-methylamine derivatives

Country Status (14)

Country Link
AT (3) AT271423B (en)
BE (1) BE665459A (en)
BR (1) BR6570006D0 (en)
CH (1) CH471070A (en)
ES (1) ES314105A1 (en)
FI (1) FI43071B (en)
FR (2) FR1468715A (en)
GB (1) GB1079592A (en)
IL (1) IL23726A (en)
LU (1) LU48845A1 (en)
MY (1) MY6900002A (en)
NL (1) NL6507578A (en)
NO (1) NO116717B (en)
SE (1) SE328278B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3439100A (en) * 1966-08-09 1969-04-15 Smithkline Corp Preventing influenza infections with bicyclo(2.2.2)octane-2-methylamine
US3489802A (en) * 1967-01-23 1970-01-13 Du Pont Preparation of alpha-methyl-1-adamantane-methylamine and alpha,4 - dimethyl - 1 - bicyclo(2,2,2)octane methylamine
WO2021091544A1 (en) * 2019-11-06 2021-05-14 Eastman Chemical Company Process for preparing bicyclo[2.2.2]octane-1,4-diol

Also Published As

Publication number Publication date
NO116717B (en) 1969-05-12
FR1468715A (en) 1967-02-10
ES314105A1 (en) 1966-02-16
DE1468813A1 (en) 1969-01-09
NL6507578A (en) 1965-12-16
LU48845A1 (en) 1965-08-17
SE328278B (en) 1970-09-14
CH471070A (en) 1969-04-15
BR6570006D0 (en) 1973-09-18
BE665459A (en) 1965-12-15
FR5324M (en) 1967-08-28
FI43071B (en) 1970-10-01
AT271427B (en) 1969-06-10
IL23726A (en) 1969-09-25
MY6900002A (en) 1969-12-31
AT271428B (en) 1969-06-10
AT271423B (en) 1969-06-10

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