GB1454682A - 2-3-phthalimidomethyl-4h-1,2,4-triazol-4-yl-benzophenones and production of 6-benzodiazepines - Google Patents

2-3-phthalimidomethyl-4h-1,2,4-triazol-4-yl-benzophenones and production of 6-benzodiazepines

Info

Publication number
GB1454682A
GB1454682A GB576474*[A GB576474A GB1454682A GB 1454682 A GB1454682 A GB 1454682A GB 576474 A GB576474 A GB 576474A GB 1454682 A GB1454682 A GB 1454682A
Authority
GB
United Kingdom
Prior art keywords
benzophenones
alkyl
phthalimidomethyl
benzodiazepines
triazol
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
GB576474*[A
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.)
Pharmacia and Upjohn Co
Original Assignee
Upjohn 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 Upjohn Co filed Critical Upjohn Co
Publication of GB1454682A publication Critical patent/GB1454682A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D215/20—Oxygen atoms
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
    • 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
    • C07D215/38—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • C07D471/04—Ortho-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
    • C07D487/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1454682 Benzophenones; triazolobenzodiazepines UPJOHN CO 7 Feb 1974 [14 Feb 1973] 05764/74 Heading C2C Benzophenones and triazolobenzodiazepines are prepared by the following route (R 1 =H, C 1-3 alkyl, Ph, PhCH 2 , C 2-4 alkoxycarbonyl; R 2-5 =H, halogen, CF 3 , NO 2 , CN, di(C 1-3 alkyl)amino, C 1-3 alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl or alkanoylamino). The first step is effected by reacting the alcohol with phthalimide, triphenylphosphine and a dialkyl azodicarboxylate, and the product is converted to (III) by treatment with hydrazine hydrate.
GB576474*[A 1973-02-14 1974-04-07 2-3-phthalimidomethyl-4h-1,2,4-triazol-4-yl-benzophenones and production of 6-benzodiazepines Expired GB1454682A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US33237773A 1973-02-14 1973-02-14

Publications (1)

Publication Number Publication Date
GB1454682A true GB1454682A (en) 1976-11-03

Family

ID=23297958

Family Applications (3)

Application Number Title Priority Date Filing Date
GB2340176A Expired GB1454683A (en) 1973-02-14 1974-02-07 Preparation of 6-phenyl-4h-s-triazolo-4,3-a- 1,4- benzodiazepines
GB2340276A Expired GB1454684A (en) 1973-02-14 1974-02-07 Preparation of benzophenones
GB576474*[A Expired GB1454682A (en) 1973-02-14 1974-04-07 2-3-phthalimidomethyl-4h-1,2,4-triazol-4-yl-benzophenones and production of 6-benzodiazepines

Family Applications Before (2)

Application Number Title Priority Date Filing Date
GB2340176A Expired GB1454683A (en) 1973-02-14 1974-02-07 Preparation of 6-phenyl-4h-s-triazolo-4,3-a- 1,4- benzodiazepines
GB2340276A Expired GB1454684A (en) 1973-02-14 1974-02-07 Preparation of benzophenones

Country Status (16)

Country Link
JP (1) JPS49110699A (en)
AU (1) AU471038B2 (en)
BE (1) BE811025A (en)
CA (1) CA999000A (en)
CH (2) CH586704A5 (en)
DE (1) DE2402363A1 (en)
DK (1) DK140803B (en)
ES (2) ES422941A1 (en)
FR (1) FR2217335B1 (en)
GB (3) GB1454683A (en)
HU (1) HU168136B (en)
IL (3) IL44068A (en)
NL (1) NL7400958A (en)
PH (2) PH10784A (en)
SE (2) SE423546B (en)
ZA (1) ZA74466B (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3709898A (en) * 1971-02-09 1973-01-09 Upjohn Co Process for the production of triazolobenzodiazepines and intermediates

Also Published As

Publication number Publication date
IL44068A0 (en) 1974-05-16
DK140803C (en) 1980-04-21
GB1454684A (en) 1976-11-03
DK140803B (en) 1979-11-19
IL44068A (en) 1977-05-31
SE435285B (en) 1984-09-17
NL7400958A (en) 1974-08-16
AU471038B2 (en) 1976-04-08
BE811025A (en) 1974-08-14
IL49503A (en) 1977-05-31
HU168136B (en) 1976-02-28
PH10784A (en) 1977-09-06
IL49503A0 (en) 1976-06-30
FR2217335A1 (en) 1974-09-06
AU6478674A (en) 1975-07-24
FR2217335B1 (en) 1977-06-10
PH11789A (en) 1978-07-05
SE8107017L (en) 1981-11-25
ES445860A1 (en) 1977-05-01
ZA74466B (en) 1974-12-24
DE2402363A1 (en) 1974-08-22
GB1454683A (en) 1976-11-03
ES422941A1 (en) 1976-09-16
JPS49110699A (en) 1974-10-22
CH586704A5 (en) 1977-04-15
SE423546B (en) 1982-05-10
CA999000A (en) 1976-10-26
CH587263A5 (en) 1977-04-29

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
704A Declaration that licence is not available as of right for an excepted use (par. 4a/1977)
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19930207