GB1298620A - Substituted benzopyrans and process for the production thereof - Google Patents

Substituted benzopyrans and process for the production thereof

Info

Publication number
GB1298620A
GB1298620A GB28148/72A GB2814872A GB1298620A GB 1298620 A GB1298620 A GB 1298620A GB 28148/72 A GB28148/72 A GB 28148/72A GB 2814872 A GB2814872 A GB 2814872A GB 1298620 A GB1298620 A GB 1298620A
Authority
GB
United Kingdom
Prior art keywords
methyl
tetrahydrothiophene
cyclization
carboxylate
oxo
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
GB28148/72A
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.)
Arthur D Little Inc
Original Assignee
Arthur D Little Inc
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 Arthur D Little Inc filed Critical Arthur D Little Inc
Publication of GB1298620A publication Critical patent/GB1298620A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Abstract

1298620 Thionobenzopyran and thiopyranobenzopyran derivatives ARTHUR D LITTLE Inc 13 July 1970 [25 Aug 1969] 28148/72 Divided out of 1298619 Heading C2C Novel benzopyrans having the Formula I wherein R 2 is C 1-20 alkyl or a cycloalkylalkyl in which the cycloalkyl moiety is C 3-8 and the alkyl moiety is C 1-6 , m is 1 or 2, n is 0 or 1 and the sum of m + n is 2 or 3 may be prepared by condensing an ester in which the COOAlkyl and = O groups are attached to adjacent carbon atoms with a resorcinol in the presence of an acid catalyst. The compounds may be used as intermediates in the synthesis of therapeutic thienobenzopyrans and thiopyranobenzopyrans of the parent case. The intermediate methyl 3-oxo-2,3,4,5-tetrahydrothiophene-2-carboxylate may be formed by cyclization of methyl 3 - (methoxycarbonylmethylthio)propionate which is in turn formed by a literative method. Methyl 4-oxo-2,3,4,5- tetrahydrothiophene-3-carboxylate is formed as a by-product in the cyclization.
GB28148/72A 1969-08-25 1970-07-13 Substituted benzopyrans and process for the production thereof Expired GB1298620A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US85292869A 1969-08-25 1969-08-25

Publications (1)

Publication Number Publication Date
GB1298620A true GB1298620A (en) 1972-12-06

Family

ID=25314583

Family Applications (2)

Application Number Title Priority Date Filing Date
GB33970/70A Expired GB1298619A (en) 1969-08-25 1970-07-13 Thieno benzopyran and thiopyrano benzopyran derivatives and method of making the same
GB28148/72A Expired GB1298620A (en) 1969-08-25 1970-07-13 Substituted benzopyrans and process for the production thereof

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB33970/70A Expired GB1298619A (en) 1969-08-25 1970-07-13 Thieno benzopyran and thiopyrano benzopyran derivatives and method of making the same

Country Status (10)

Country Link
JP (1) JPS502520B1 (en)
BE (1) BE755213A (en)
CA (1) CA967969A (en)
CH (5) CH528534A (en)
DE (1) DE2041610A1 (en)
FR (1) FR2068516B1 (en)
GB (2) GB1298619A (en)
NL (1) NL169317C (en)
SE (2) SE380526B (en)
ZA (1) ZA705834B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3934024A (en) * 1971-12-20 1976-01-20 Sharps Associates Method of producing analgesia and compositions useful therein
CA994792A (en) * 1971-12-27 1976-08-10 Raj K. Razdan Esters of thienobenzopyrans and thiopyranobenzopyrans
FR2310128A2 (en) * 1975-05-06 1976-12-03 Little Inc A Thieno-and thio-pyrano-benzopyran CNS active derivs - used as anti-anxiety agents and tranquillizers

Also Published As

Publication number Publication date
NL7012587A (en) 1971-03-01
NL169317B (en) 1982-02-01
CH567038A5 (en) 1975-09-30
CH528534A (en) 1972-09-30
SE396951B (en) 1977-10-10
FR2068516B1 (en) 1974-08-23
BE755213A (en) 1971-02-01
JPS502520B1 (en) 1975-01-27
CH558377A (en) 1975-01-31
ZA705834B (en) 1971-04-28
CH567039A5 (en) 1975-09-30
NL169317C (en) 1982-07-01
CA967969A (en) 1975-05-20
DE2041610A1 (en) 1971-03-25
SE380526B (en) 1975-11-10
CH566343A5 (en) 1975-09-15
FR2068516A1 (en) 1971-08-27
GB1298619A (en) 1972-12-06

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Legal Events

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