GB1084448A - Improvements in or relating to 4h-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one derivatives - Google Patents

Improvements in or relating to 4h-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one derivatives

Info

Publication number
GB1084448A
GB1084448A GB50476/64A GB5047664A GB1084448A GB 1084448 A GB1084448 A GB 1084448A GB 50476/64 A GB50476/64 A GB 50476/64A GB 5047664 A GB5047664 A GB 5047664A GB 1084448 A GB1084448 A GB 1084448A
Authority
GB
United Kingdom
Prior art keywords
formula
benzoic acid
derivatives
thienyl
chloro
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
GB50476/64A
Inventor
Ernst Jucker
Anton Ebnoether
Jean-Michel Bastian
Erwin Rissi
Andre Stoll
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.)
Sandoz AG
Original Assignee
Sandoz 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 CH1571263A external-priority patent/CH448129A/en
Priority claimed from CH1320264A external-priority patent/CH477471A/en
Application filed by Sandoz AG filed Critical Sandoz AG
Publication of GB1084448A publication Critical patent/GB1084448A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/30Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing heterocyclic ring with at least one nitrogen atom as ring member
    • 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
    • C07C65/30Compounds 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 —CHO groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic 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
    • C07D333/06Heterocyclic 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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/78Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
    • C07D333/80Seven-membered rings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/38Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/12Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing sulfur and oxygen
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/26Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen and sulfur

Abstract

The invention comprises compounds of the formula <FORM:1084448/C2/1> where R represents chlorine or bromine or a C1- 4 alkoxy radical and Z represents the radical -CH2-CH2- or -CH=CH-. The compounds are prepared by cyclization of a 2-[2-(2-thienyl)ethyl] benzoic acid of the Formula (II) <FORM:1084448/C2/2> by treatment with polyphosphoric acid, followed, if desired, by dehydrogenation in the 9,10-position by halogenating the 9,10-dihydro-compound and subsequently dehydrohalogenating the halo-compound. Examples relate to the 6-chloro-, 6-bromo-, 6-methoxy- and 7-chloro-derivatives. The benzoic acid derivative (II) is prepared by heating the appropriate o-phthalide with N-bromosuccinimide to give the 3-bromophthalide of the formula <FORM:1084448/C2/3> which is heated with water to give the phthalaldehydic acid of the formula <FORM:1084448/C2/4> which is then condensed with 2-thienyl-diethyl-phosphonate to yield the benzoic acid of the formula <FORM:1084448/C2/5> which is reduced to yield the benzoic acid of the Formula (II).
GB50476/64A 1963-12-20 1964-12-11 Improvements in or relating to 4h-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one derivatives Expired GB1084448A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1571263A CH448129A (en) 1963-12-20 1963-12-20 Process for the preparation of new thiophene derivatives
CH1320264A CH477471A (en) 1964-10-12 1964-10-12 Process for the preparation of new 4H-Benzo (4,5) cyclohepta (1,2-b) thiophene derivatives

Publications (1)

Publication Number Publication Date
GB1084448A true GB1084448A (en) 1967-09-20

Family

ID=25711729

Family Applications (2)

Application Number Title Priority Date Filing Date
GB50476/64A Expired GB1084448A (en) 1963-12-20 1964-12-11 Improvements in or relating to 4h-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one derivatives
GB50551/64A Expired GB1084450A (en) 1963-12-20 1964-12-11 Improvements in or relating to 4h-benzo[4,5]cyclohepta-[1,2-b] thiophene derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB50551/64A Expired GB1084450A (en) 1963-12-20 1964-12-11 Improvements in or relating to 4h-benzo[4,5]cyclohepta-[1,2-b] thiophene derivatives

Country Status (14)

Country Link
AT (2) AT247315B (en)
BE (2) BE657366A (en)
DE (1) DE1238923B (en)
DK (1) DK107488C (en)
ES (3) ES307273A1 (en)
FR (4) FR1430945A (en)
GB (2) GB1084448A (en)
IL (1) IL22640A (en)
LU (1) LU47609A1 (en)
MC (1) MC510A1 (en)
NL (2) NL6414603A (en)
NO (1) NO115584B (en)
OA (1) OA01345A (en)
SE (2) SE323969B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004018428A1 (en) * 2002-08-23 2004-03-04 Pharmacia & Upjohn Company Llc Antibacterial benzoic acid derivatives

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3464983A (en) * 1964-02-04 1969-09-02 Sandoz Ag 4h-benzo(4,5)cyclohepta(1,2-b)thiophenes
CH531000A (en) * 1970-03-11 1972-11-30 Sandoz Ag Process for the preparation of new benzocycloheptathiophenes

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT202152B (en) * 1956-12-28 1959-02-10 American Cyanamid Co Process for the preparation of new dimethylaminopropylidene thiaxanthenes.

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004018428A1 (en) * 2002-08-23 2004-03-04 Pharmacia & Upjohn Company Llc Antibacterial benzoic acid derivatives

Also Published As

Publication number Publication date
SE323969B (en) 1970-05-19
DK107488C (en) 1967-06-05
FR1417838A (en) 1965-11-12
BE657367A (en) 1965-06-18
OA01345A (en) 1969-02-15
ES311201A1 (en) 1966-02-16
LU47609A1 (en) 1965-06-18
SE332178B (en) 1971-02-01
GB1084450A (en) 1967-09-20
ES307273A1 (en) 1965-05-01
FR4344M (en) 1966-08-16
BE657366A (en) 1965-06-18
NL6414603A (en) 1965-06-21
IL22640A (en) 1968-08-22
NL6414607A (en) 1965-06-21
FR1430945A (en) 1966-03-11
FR4225M (en) 1966-06-13
AT246130B (en) 1966-04-12
MC510A1 (en) 1965-08-27
ES311200A1 (en) 1966-02-16
DE1238923B (en) 1967-04-20
AT247315B (en) 1966-06-10
NO115584B (en) 1968-10-28

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