GB1290277A - - Google Patents

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Publication number
GB1290277A
GB1290277A GB1290277DA GB1290277A GB 1290277 A GB1290277 A GB 1290277A GB 1290277D A GB1290277D A GB 1290277DA GB 1290277 A GB1290277 A GB 1290277A
Authority
GB
United Kingdom
Prior art keywords
general formula
reaction
resulting
chloride
treatment
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
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 filed Critical
Publication of GB1290277A publication Critical patent/GB1290277A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16—Benzazepines; Hydrogenated benzazepines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/18—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/06—Peri-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/06—Peri-condensed systems

Landscapes

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

Abstract

1290277 5 - Phenyl - 1,9 - alkylene - 1,4- benzodiazepin-2(3H)-ones A H ROBINS CO Inc 19 April 1971 [14 April 1970] 26652/71 Heading C2C Novel 5 - phenyl - 1,9 - alkylene - 1,4 - benzodiazepin-2(3H)-ones of the general formula wherein R is a hydrogen or chlorine atom and n is 1, 2 or 3, having anticonvulsant activity, are prepared by reaction of an N-bromo-acetyl compound of the general formula with ammonia in an alkanol solvent or with an alkyl glycinate. N-bromoacetyl compounds of the second general formula above are prepared by reaction of a ketone of the general formula with bromoacetyl bromide. Ketones of the third general formula above are prepared (a) by reaction of a heterocyclic amine of the general formula with oxalyl chloride, treatment of the resulting acid chloride of the general formula with aluminium chloride, with heating, followed by hydrolysis with ice-water (when the acid chloride is not spontaneously cyclized), oxidation of the resulting dione of the general formula with hydrogen peroxide in a basic aqueous solution and reaction of the resulting carboxylic acid with phenyllithium; (b) treatment of a heterocyclic amine of the fourth general formula above with sodium nitrate, conc. HCl and ice, treatment of the resulting nitroso compound of the general formula with zinc and acetic acid, reaction of the resulting amine of the general formula with phenylacetone and sodium acetate in acetic acid, and treatment of the resulting heterocyclic amine of the general formula with ozone in acetic acid; and (c) reaction of a ketone of the general formula with benzoyl chloride in the presence of zinc chloride, followed by acid hydrolysis.
GB1290277D 1970-04-14 1971-04-19 Expired GB1290277A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US2856170A 1970-04-14 1970-04-14

Publications (1)

Publication Number Publication Date
GB1290277A true GB1290277A (en) 1972-09-27

Family

ID=21844135

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1290277D Expired GB1290277A (en) 1970-04-14 1971-04-19

Country Status (8)

Country Link
AU (1) AU2733371A (en)
CH (1) CH532590A (en)
DE (1) DE2117116A1 (en)
ES (1) ES390057A1 (en)
FR (1) FR2092043B1 (en)
GB (1) GB1290277A (en)
SE (1) SE367419B (en)
ZA (1) ZA712368B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4761411A (en) * 1983-05-18 1988-08-02 Hoechst-Roussel Pharmaceuticals Inc. Dihydrobenzopyrrolobenzodiazepines useful for treating pyschoses
US4956372A (en) * 1987-10-02 1990-09-11 Kyorin Pharmaceutical Co., Ltd. Cyclic anthranilic acid derivatives and process for their preparation
IL91361A (en) * 1988-09-09 1994-10-07 Fujisawa Pharmaceutical Co Disubstituted 1,9-annelated [1,4] benzodiazepinone compounds, processes for the preparation thereof and pharmaceutical compositions containing the same
FR2652352A1 (en) * 1989-09-28 1991-03-29 Jouveinal Sa BENZODIAZEPINES, THEIR PROCESS AND PREPARATION INTERMEDIATES AND THEIR THERAPEUTIC APPLICATIONS.

Also Published As

Publication number Publication date
DE2117116A1 (en) 1971-11-04
ES390057A1 (en) 1973-06-01
SE367419B (en) 1974-05-27
CH532590A (en) 1973-01-15
AU2733371A (en) 1972-10-12
FR2092043A1 (en) 1972-01-21
FR2092043B1 (en) 1974-04-12
ZA712368B (en) 1972-01-26

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees