GB1460536A - Process for 'he preparation of thiophene derivatives and deriva tives obtained by the said process - Google Patents
Process for 'he preparation of thiophene derivatives and deriva tives obtained by the said processInfo
- Publication number
- GB1460536A GB1460536A GB3587774A GB3587774A GB1460536A GB 1460536 A GB1460536 A GB 1460536A GB 3587774 A GB3587774 A GB 3587774A GB 3587774 A GB3587774 A GB 3587774A GB 1460536 A GB1460536 A GB 1460536A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- ethyl
- methyl
- formula
- cyclohexyl
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
1460536 Thiophene derivatives LABAZ 14 Aug 1974 [30 Aug 1973] 35877/74 Heading C2C Novel thiophene derivatives of the formula wherein R 1 is a methyl, ethyl, cyclohexyl or benzyl radical; R 2 is hydrogen or an ethyl, allyl, cyclohexyl or benzyl radical, and R 3 is a methyl or ethyl radical, provided that (i) when R 1 and R 3 are ethyl, then R 2 is hydrogen, ethyl or allyl, (ii) when R 1 is benzyl and R 3 is methyl or ethyl, then R 2 is hydrogen or benzyl, (iii) when R 1 is cyclohexyl and R 2 is hydrogen, then R 3 is methyl or ethyl, and (iv) when R 1 and R 3 are methyl, then R 2 is cyclohexyl, are prepared by a novel process for preparing such compounds of the above formula wherein R 1 and R 2 are alkyl, alkylene, alkenyl, optionally substituted cycloalkyl, cycloalkenyl or aralkyl, or R 2 is hydrogen, or R 1 plus R 2 and the carbon atom to which they are attached together represent cyclopolymethylene, and R 3 is alkyl, which comprises reacting a compound of the formula wherein R 4 is an alkali metal or a group as defined for R 1 and R 5 is hydrogen or an alkali metal, provided that when R 5 is hydrogen then R 4 is an alkali metal, with a compound of the formula: R 6 X wherein X is fluorine, chlorine, bromine or iodine and R 6 is a group as defined for R 1 or a radical of the formula wherein n is an integer equal to or greater than 1, in the presence of a solvent at a temperature of from - 20 C. to + 80 C.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7331321A FR2271225B1 (en) | 1973-08-30 | 1973-08-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1460536A true GB1460536A (en) | 1977-01-06 |
Family
ID=9124445
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3587774A Expired GB1460536A (en) | 1973-08-30 | 1974-08-14 | Process for 'he preparation of thiophene derivatives and deriva tives obtained by the said process |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | USRE30655E (en) |
| JP (1) | JPS5050359A (en) |
| BE (1) | BE818305A (en) |
| CA (1) | CA1028713A (en) |
| CH (1) | CH592079A5 (en) |
| DE (1) | DE2441441A1 (en) |
| DK (1) | DK144914C (en) |
| ES (1) | ES429678A1 (en) |
| FR (1) | FR2271225B1 (en) |
| GB (1) | GB1460536A (en) |
| IT (1) | IT1020263B (en) |
| NL (1) | NL7411146A (en) |
| NO (1) | NO142398C (en) |
| SE (1) | SE415257B (en) |
| SU (1) | SU528876A3 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES504690A0 (en) * | 1981-08-11 | 1982-05-16 | Madaus Cerafarm Lab | PROCEDURE FOR THE PREPARATION OF 2- (3'-TENYL) PROPIONIC ACIDS 5'-SUBSTITUTED |
| US5240956A (en) * | 1990-11-07 | 1993-08-31 | Cortech, Inc. | Ester inhibitors |
| FR2751652B1 (en) * | 1996-07-24 | 1998-09-04 | Expansia Sa | THIENYLCYCLOHEXANE DERIVATIVES, METHODS FOR THEIR PREPARATION AND THEIR USE AS NEW INDUSTRIAL PRODUCTS FOR THE SYNTHESIS OF THIENYLCYCLOHEXYL DERIVATIVES |
| EP3091406B1 (en) * | 2015-05-08 | 2017-12-20 | Sandvik Intellectual Property AB | A method of determining pull-out of a cutting tool and a rotatable tool holder for a cutting tool |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3755412A (en) * | 1969-07-07 | 1973-08-28 | Exxon Research Engineering Co | Alkylation of acetonitriles |
| US3832354A (en) * | 1972-08-01 | 1974-08-27 | Sandoz Ltd | 4-hydroxy-5-phenyl-3-thiophene acetic acids and their derivatives |
-
1973
- 1973-08-30 FR FR7331321A patent/FR2271225B1/fr not_active Expired
-
1974
- 1974-07-31 BE BE147125A patent/BE818305A/en unknown
- 1974-08-14 GB GB3587774A patent/GB1460536A/en not_active Expired
- 1974-08-21 NL NL7411146A patent/NL7411146A/en not_active Application Discontinuation
- 1974-08-21 CH CH1140574A patent/CH592079A5/xx not_active IP Right Cessation
- 1974-08-26 JP JP49097808A patent/JPS5050359A/ja active Pending
- 1974-08-29 CA CA208,282A patent/CA1028713A/en not_active Expired
- 1974-08-29 SE SE7410952A patent/SE415257B/en unknown
- 1974-08-29 DK DK459874A patent/DK144914C/en active
- 1974-08-29 IT IT26699/74A patent/IT1020263B/en active
- 1974-08-29 DE DE2441441A patent/DE2441441A1/en not_active Withdrawn
- 1974-08-29 NO NO743096A patent/NO142398C/en unknown
- 1974-08-29 SU SU2057509A patent/SU528876A3/en active
- 1974-08-30 ES ES429678A patent/ES429678A1/en not_active Expired
-
1980
- 1980-06-27 US US06/163,500 patent/USRE30655E/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| NO142398C (en) | 1980-08-13 |
| IT1020263B (en) | 1977-12-20 |
| BE818305A (en) | 1975-01-31 |
| FR2271225B1 (en) | 1976-10-01 |
| DK459874A (en) | 1975-04-28 |
| JPS5050359A (en) | 1975-05-06 |
| ES429678A1 (en) | 1976-10-01 |
| CH592079A5 (en) | 1977-10-14 |
| FR2271225A1 (en) | 1975-12-12 |
| DK144914C (en) | 1982-11-29 |
| SU528876A3 (en) | 1976-09-15 |
| DE2441441A1 (en) | 1975-03-06 |
| SE415257B (en) | 1980-09-22 |
| NO743096L (en) | 1975-03-24 |
| SE7410952L (en) | 1975-03-03 |
| NL7411146A (en) | 1975-03-04 |
| CA1028713A (en) | 1978-03-28 |
| USRE30655E (en) | 1981-06-23 |
| DK144914B (en) | 1982-07-05 |
| NO142398B (en) | 1980-05-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| 732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |