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 derivativesInfo
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/30—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing heterocyclic ring with at least one nitrogen atom as ring member
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds 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
- C07C65/30—Compounds 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
-
- 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
- C07D333/06—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/78—Heterocyclic 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
- C07D333/80—Seven-membered rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/12—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing sulfur and oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/26—Anti-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).
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)
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)
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)
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. |
-
1964
- 1964-12-11 GB GB50476/64A patent/GB1084448A/en not_active Expired
- 1964-12-11 GB GB50551/64A patent/GB1084450A/en not_active Expired
- 1964-12-15 NL NL6414603A patent/NL6414603A/xx unknown
- 1964-12-15 NL NL6414607A patent/NL6414607A/xx unknown
- 1964-12-16 DE DES94650A patent/DE1238923B/en active Pending
- 1964-12-18 AT AT1073664A patent/AT247315B/en active
- 1964-12-18 BE BE657366A patent/BE657366A/xx unknown
- 1964-12-18 LU LU47609D patent/LU47609A1/xx unknown
- 1964-12-18 BE BE657367A patent/BE657367A/xx unknown
- 1964-12-18 SE SE15369/64A patent/SE323969B/xx unknown
- 1964-12-18 NO NO156055A patent/NO115584B/no unknown
- 1964-12-18 FR FR999256A patent/FR1430945A/en not_active Expired
- 1964-12-18 IL IL22640A patent/IL22640A/en unknown
- 1964-12-18 FR FR999257A patent/FR1417838A/en not_active Expired
- 1964-12-18 DK DK623764AA patent/DK107488C/en active
- 1964-12-18 ES ES0307273A patent/ES307273A1/en not_active Expired
- 1964-12-18 AT AT1073564A patent/AT246130B/en active
- 1964-12-18 MC MC527A patent/MC510A1/en unknown
- 1964-12-31 OA OA51795A patent/OA01345A/en unknown
-
1965
- 1965-03-17 FR FR9518A patent/FR4225M/fr not_active Expired
- 1965-03-17 FR FR9519A patent/FR4344M/fr not_active Expired
- 1965-03-30 ES ES0311201A patent/ES311201A1/en not_active Expired
- 1965-03-30 ES ES0311200A patent/ES311200A1/en not_active Expired
-
1967
- 1967-06-29 SE SE09758/67A patent/SE332178B/xx unknown
Cited By (1)
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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