GB1321296A - Process for the preparation of heterocyclic substituted benzopyrans and such compounds - Google Patents

Process for the preparation of heterocyclic substituted benzopyrans and such compounds

Info

Publication number
GB1321296A
GB1321296A GB1321296DA GB1321296A GB 1321296 A GB1321296 A GB 1321296A GB 1321296D A GB1321296D A GB 1321296DA GB 1321296 A GB1321296 A GB 1321296A
Authority
GB
United Kingdom
Prior art keywords
general formula
compounds
group
compound
carbon atoms
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
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.)
Beecham Group PLC
Original Assignee
Beecham Group PLC
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 Beecham Group PLC filed Critical Beecham Group PLC
Publication of GB1321296A publication Critical patent/GB1321296A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond

Abstract

1321296 Substituted benzo-pyrans BEECHAM GROUP Ltd 9 Sept 1971 [10 Sept 1970 11 May 1971] 43347/70 and 14225/71 Heading C2C Novel compounds of Formula II and their salts where R 1 is a hydrocarbon group of 1 to 6 carbon atoms, R 2 is a 5-membered heteroaromatic, R 3 is a hydroxy group (or a salt or etherified or esterified derivitive) and R 4 is a saturated or unsaturated alkyl group of 1 to 20 carbon atoms or a C 3 -C 8 cyclo alkyl- C 1 -C 6 alkyl group and compounds of Formula II in which R 2 may also be a six-membered hetero-aromatic and R 3 and R 4 may be one of hydrogen, hydroxy (or a derivative thereof) or a non-aromatic hydrocarbon group of 1 to 20 carbon atoms are prepared by reacting a chromanone of general Formula III with a metallic compound of general formula R 2 X where X is an alkali metal (preferably lithium) or a magnesium halogen group in the presence of a proton source to give a compound of general Formula (IV) and allowing or causing the dehydration of this compound to give a compound of general Formula (II). Intermediate compounds of general Formula (IV) may be isolated before dehydration which may be carried out by heating or use of an acid catalyst. Compounds of general Formula (II) are central nervous system depressants and form, with a carrier, diluent or excipient, a pharmaceutical preparation which may be administered orally or parenterally.
GB1321296D 1970-09-10 1970-09-10 Process for the preparation of heterocyclic substituted benzopyrans and such compounds Expired GB1321296A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB4337470 1970-09-10
GB4334770 1970-09-10
GB1422571 1971-05-11

Publications (1)

Publication Number Publication Date
GB1321296A true GB1321296A (en) 1973-06-27

Family

ID=27257106

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1321296D Expired GB1321296A (en) 1970-09-10 1970-09-10 Process for the preparation of heterocyclic substituted benzopyrans and such compounds

Country Status (9)

Country Link
AT (1) AT308746B (en)
BE (2) BE772493A (en)
CA (1) CA990727A (en)
CH (1) CH559199A5 (en)
DE (2) DE2145389A1 (en)
FR (2) FR2107513A5 (en)
GB (1) GB1321296A (en)
NL (1) NL7112320A (en)
SE (1) SE398121B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090326015A1 (en) * 2006-12-13 2009-12-31 Snu R&Db Foundation Compounds with embedded benzopyran motif for core structures and preparation method thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3823533A1 (en) * 1988-07-12 1990-02-08 Beiersdorf Ag SUBSTITUTED 4-HETEROCYCLYL-2H-BENZO (B) PYRANEES, METHOD AND 4-HYDROXY-3-BROM, 3,4-OXIRANYL-3,4-DEHYDRO-2H-BENZO (B) PYRANES AS INTERMEDIATE PRODUCTS FOR THEIR MANUFACTURE, AND THE INVENTION PHARMACEUTICAL PRECAUTIONS CONTAINING THEM

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2903454A (en) * 1953-11-28 1959-09-08 Schering A G Fa 4-aminochromanes

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090326015A1 (en) * 2006-12-13 2009-12-31 Snu R&Db Foundation Compounds with embedded benzopyran motif for core structures and preparation method thereof
US9120814B2 (en) * 2006-12-13 2015-09-01 Snu R&Db Foundation Compounds with embedded benzopyran motif for core structures and preparation method thereof

Also Published As

Publication number Publication date
CA990727A (en) 1976-06-08
FR2106432A1 (en) 1972-05-05
BE772493A (en) 1972-03-10
AU3314171A (en) 1973-03-15
DE2145319A1 (en) 1973-08-02
NL7112320A (en) 1972-03-14
BE772491A (en) 1972-03-10
FR2107513A5 (en) 1972-05-05
FR2106432B1 (en) 1975-04-18
CH559199A5 (en) 1975-02-28
AT308746B (en) 1973-07-25
AU3336771A (en) 1973-03-15
DE2145389A1 (en) 1972-03-16
SE398121B (en) 1977-12-05

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Legal Events

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