GB1274266A - Dibenzocycloheptene derivatives - Google Patents

Dibenzocycloheptene derivatives

Info

Publication number
GB1274266A
GB1274266A GB28709/71A GB2870971A GB1274266A GB 1274266 A GB1274266 A GB 1274266A GB 28709/71 A GB28709/71 A GB 28709/71A GB 2870971 A GB2870971 A GB 2870971A GB 1274266 A GB1274266 A GB 1274266A
Authority
GB
United Kingdom
Prior art keywords
methyl
compound
reacting
aminopropyl
cycloheptene
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
GB28709/71A
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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
Priority claimed from CH661268A external-priority patent/CH501581A/en
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB1274266A publication Critical patent/GB1274266A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/33Polycyclic acids
    • C07C63/331Polycyclic acids with all carboxyl groups bound to non-condensed rings
    • 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
    • C07C13/54Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings
    • C07C13/547Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings at least one ring not being six-membered, the other rings being at the most six-membered
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/32Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
    • C07C65/38Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups having unsaturation outside the aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00Systems containing at least three condensed rings
    • C07C2603/02Ortho- or ortho- and peri-condensed systems
    • C07C2603/04Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/30Ortho- or ortho- and peri-condensed systems containing three rings containing seven-membered rings
    • C07C2603/32Dibenzocycloheptenes; Hydrogenated dibenzocycloheptenes

Landscapes

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

Abstract

1,274,266. Dibenzocycloheptenes. F. HOFFMANN-LA ROCHE & CO. A.G. 1 May, 1969 [3 May, 1968], No. 28709/71. Divided out of 1,274,261. Heading C2C. Novel compounds of formulµ wherein R<SP>1</SP> represents a methyl or ketalized acetyl group (as hereinafter defined), P 1 represents a hydrogen atom or a hydroxyl group and P 2 represents a hydrogen atom or P 1 and P 2 together represent an additional bond, Q represents a grouping of the formula R-CH = in which R represents an alkyl, phenyl, phenalkyl, alkylphenyl or alkoxyphenyl group; the alkyl and alkoxy groups containing from 1-7 carbon atoms, B represents the anion of an acid and the dotted bond can be hydrogenated are prepared by reacting a corresponding 5-hydroxy-5-(3- aminopropyl) compound [obtained by reacting a corresponding 5-ketone with an alkali-metal and treating the resulting alkali-metal compound with a 3-aminopropyl halide], a corresponding 5 - (3 - amino - 1 - hydroxypropyl) compound [obtained by reacting a corresponding 5-acetyl compound with formaldehyde and ammonium chloride followed by reduction with sodium borohydride] or a compound of the general formula with an aldehyde (e.g. benzaldehyde) and quaternising the resulting Schiff's base with a methylating agent such as methyl chloride, dimethyl sulfate, methyl mesylate, methyl benzenesulfonate or, especially, methyl tosylate at an elevated temperature. 1 - Methyl - 10,11 - dihydro - 5 - (3 - aminopropyl) - 5 - hydroxy - 5H - dibenzo[a,d]cycloheptene is prepared by treatment of 1-methyl- 10,11 - dihydro - 5H - dibenzo[a,d]cycloheptene- 5-one in liquid ammonia with sodium, then 1-chloro-3 -aminopropane and finally water.
GB28709/71A 1968-05-03 1969-05-01 Dibenzocycloheptene derivatives Expired GB1274266A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH661268A CH501581A (en) 1968-05-03 1968-05-03 Process for the preparation of tricyclic compounds
GB22175/69A GB1274261A (en) 1968-05-03 1969-05-01 Dibenzocycloheptene derivatives and the manufacture thereof

Publications (1)

Publication Number Publication Date
GB1274266A true GB1274266A (en) 1972-05-17

Family

ID=25699863

Family Applications (4)

Application Number Title Priority Date Filing Date
GB28707/71A Expired GB1274264A (en) 1968-05-03 1969-05-01 Dibenzocycloheptene derivatives
GB28706/71A Expired GB1274263A (en) 1968-05-03 1969-05-01 Dibenzocycloheptene derivatives
GB28705/71A Expired GB1274262A (en) 1968-05-03 1969-05-01 Dibenzocycloheptene derivatives
GB28709/71A Expired GB1274266A (en) 1968-05-03 1969-05-01 Dibenzocycloheptene derivatives

Family Applications Before (3)

Application Number Title Priority Date Filing Date
GB28707/71A Expired GB1274264A (en) 1968-05-03 1969-05-01 Dibenzocycloheptene derivatives
GB28706/71A Expired GB1274263A (en) 1968-05-03 1969-05-01 Dibenzocycloheptene derivatives
GB28705/71A Expired GB1274262A (en) 1968-05-03 1969-05-01 Dibenzocycloheptene derivatives

Country Status (1)

Country Link
GB (4) GB1274264A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5574173A (en) * 1993-12-06 1996-11-12 Schering Corporation Tricyclic derivatives, compositions and methods of use
US5464840A (en) * 1993-12-06 1995-11-07 Schering Corporation Tricyclic derivatives, compositions and methods of use

Also Published As

Publication number Publication date
GB1274264A (en) 1972-05-17
GB1274263A (en) 1972-05-17
GB1274262A (en) 1972-05-17

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee