ES8304114A1 - Process for Preparing Gamma- butyrothiolactone Derivatives and Intermediates Therefor - Google Patents
Process for Preparing Gamma- butyrothiolactone Derivatives and Intermediates ThereforInfo
- Publication number
- ES8304114A1 ES8304114A1 ES513070A ES513070A ES8304114A1 ES 8304114 A1 ES8304114 A1 ES 8304114A1 ES 513070 A ES513070 A ES 513070A ES 513070 A ES513070 A ES 513070A ES 8304114 A1 ES8304114 A1 ES 8304114A1
- Authority
- ES
- Spain
- Prior art keywords
- aryl
- yield
- alkyl
- gamma
- butyrothiolactone
- 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
- 239000000543 intermediate Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- -1 thiolate salt Chemical class 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
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
- C07D333/26—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
- C07D333/30—Hetero atoms other than halogen
- C07D333/36—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
Abstract
3-(N-aryl-N-acylamino)gamma- butyrothiolactones having fungicidal activity are prepared by a process which comprises in a preferred embodiment cleaving the corresponding arylamino-gamma- lactone with a thiolate salt to yield the corresponding arylamino-thiolalkane carboxylate salt hydrolyzing the salt and then acylating the resulting acid to yield the corresponding N-acyl-N- aryl-amino product. This product is then cyclized to yield the required compound. Alternatively, the order of the acylation and cyclization can be reversed. Also novel compounds of the formula < IMAGE > wherein Ar is optionally substituted aryl, R is alkyl, alkenyl or aryl-alkyl, R<1> are various substituents, R<2> is H, Cl, Br, I, alkyl or optionally substituted phenyl and R<3> is H or < IMAGE > wherein R<1> is as defined above.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US16245380A | 1980-06-23 | 1980-06-23 | |
US06/184,846 US4311849A (en) | 1980-09-08 | 1980-09-08 | Process for making 3-(N-arylamino)-gamma-butyrothiolactones |
US20086480A | 1980-10-27 | 1980-10-27 |
Publications (2)
Publication Number | Publication Date |
---|---|
ES8304114A1 true ES8304114A1 (en) | 1983-02-16 |
ES513070A0 ES513070A0 (en) | 1983-02-16 |
Family
ID=27388753
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES503313A Expired ES8300105A1 (en) | 1980-06-23 | 1981-06-23 | Process for Preparing Gamma- butyrothiolactone Derivatives and Intermediates Therefor |
ES513070A Granted ES513070A0 (en) | 1980-06-23 | 1982-06-14 | PROCEDURE FOR PREPARING BUTIROTIOLACTONES. |
ES513071A Granted ES513071A0 (en) | 1980-06-23 | 1982-06-14 | PROCEDURE TO PREPARE ARYLAMINOLACTONES. |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES503313A Expired ES8300105A1 (en) | 1980-06-23 | 1981-06-23 | Process for Preparing Gamma- butyrothiolactone Derivatives and Intermediates Therefor |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES513071A Granted ES513071A0 (en) | 1980-06-23 | 1982-06-14 | PROCEDURE TO PREPARE ARYLAMINOLACTONES. |
Country Status (8)
Country | Link |
---|---|
CH (1) | CH648307A5 (en) |
DD (3) | DD203718A5 (en) |
DE (1) | DE3123864A1 (en) |
ES (3) | ES8300105A1 (en) |
FR (3) | FR2485013A1 (en) |
GB (1) | GB2078741B (en) |
IT (1) | IT1136849B (en) |
NL (1) | NL8103024A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2088817A1 (en) * | 1993-12-02 | 1996-09-16 | Univ La Laguna | Control of phytoparasitic nematodes with dibenzyl- butyrolactone type lignans. |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5175310A (en) * | 1990-03-16 | 1992-12-29 | Elf Atochem North America, Inc. | Process for producing alkylthio- and arylthio-substituted carboxylic acids and their thioesters |
CN1035252C (en) * | 1993-11-23 | 1997-06-25 | 王桂英 | Aminomethyl formate-1,1,1-trichloro-2-(2,4-dichlorothiophenyl)-ethyl ester and the prepn. method |
CN112724403B (en) * | 2019-10-14 | 2022-10-04 | 中国科学院上海有机化学研究所 | Poly (gamma-thiobutyrolactone) and preparation method thereof |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2408601A1 (en) * | 1977-11-01 | 1979-06-08 | Chevron Res | ACYLATION PROCESS OF ANILINE SUBSTITUTED BY LACTONE IN THE ABSENCE OF ACID ACCEPTOR |
BR8000986A (en) * | 1979-02-22 | 1980-10-29 | Chevron Res | FUNGICIDE COMPOUND, PROCESS TO CONTROL THE GROWTH OF FUNGI, COMPOSITION OF FUNGICIDES AND PROCESS FOR THE CONTROL OF FUNGI |
MA19111A1 (en) * | 1979-10-26 | 1981-12-31 | Ciba Geigy Ag | HOMOSERIN DERIVATIVES, PROCESS FOR THEIR PREPARATION AND THEIR USE AS MICROBICIDES |
-
1981
- 1981-06-16 DE DE19813123864 patent/DE3123864A1/en not_active Withdrawn
- 1981-06-19 FR FR8112167A patent/FR2485013A1/en active Granted
- 1981-06-22 IT IT22482/81A patent/IT1136849B/en active
- 1981-06-23 DD DD81244216A patent/DD203718A5/en unknown
- 1981-06-23 DD DD81231058A patent/DD160416A5/en unknown
- 1981-06-23 CH CH4154/81A patent/CH648307A5/en not_active IP Right Cessation
- 1981-06-23 ES ES503313A patent/ES8300105A1/en not_active Expired
- 1981-06-23 DD DD81244217A patent/DD209443A5/en unknown
- 1981-06-23 GB GB8119334A patent/GB2078741B/en not_active Expired
- 1981-06-23 NL NL8103024A patent/NL8103024A/en not_active Application Discontinuation
- 1981-11-17 FR FR8121477A patent/FR2491062A1/en active Granted
- 1981-11-17 FR FR8121478A patent/FR2491069B1/fr not_active Expired
-
1982
- 1982-06-14 ES ES513070A patent/ES513070A0/en active Granted
- 1982-06-14 ES ES513071A patent/ES513071A0/en active Granted
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2088817A1 (en) * | 1993-12-02 | 1996-09-16 | Univ La Laguna | Control of phytoparasitic nematodes with dibenzyl- butyrolactone type lignans. |
Also Published As
Publication number | Publication date |
---|---|
GB2078741B (en) | 1984-02-08 |
IT1136849B (en) | 1986-09-03 |
ES8304115A1 (en) | 1983-02-16 |
ES503313A0 (en) | 1982-10-01 |
DD209443A5 (en) | 1984-05-09 |
GB2078741A (en) | 1982-01-13 |
FR2491069B1 (en) | 1983-12-16 |
FR2491062B1 (en) | 1985-01-18 |
NL8103024A (en) | 1982-01-18 |
ES513071A0 (en) | 1983-02-16 |
FR2485013B1 (en) | 1984-06-29 |
DE3123864A1 (en) | 1982-03-04 |
CH648307A5 (en) | 1985-03-15 |
FR2485013A1 (en) | 1981-12-24 |
FR2491069A1 (en) | 1982-04-02 |
ES513070A0 (en) | 1983-02-16 |
DD160416A5 (en) | 1983-07-27 |
FR2491062A1 (en) | 1982-04-02 |
ES8300105A1 (en) | 1982-10-01 |
IT8122482A0 (en) | 1981-06-22 |
DD203718A5 (en) | 1983-11-02 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
BR9002311A (en) | COMPOUND AND PROCESS FOR ITS PREPARATION, FUNGICIDE COMPOSITION AND PROCESS TO CONTROL PHYTOPATHOGENIC FUNGI | |
CA1238910A (en) | Carboxyalkenoic acids | |
GB9124513D0 (en) | Novel process | |
ES8602796A1 (en) | Azetidinone derivatives, a process for their preparation and their use as intermediates in the preparation of carbapenem antibiotics. | |
ES8304114A1 (en) | Process for Preparing Gamma- butyrothiolactone Derivatives and Intermediates Therefor | |
ES482675A1 (en) | New intermediates and their use for the preparation of new oxadiazolo-pyrimidine derivatives. | |
DK381488A (en) | PROCEDURE FOR THE PREPARATION OF CEPHEM COMPOUNDS AND CEPHALOSPORIN DERIVATIVES OBTAINED BY THE PROCEDURE | |
AU8212582A (en) | Azolyl-gamma-butyrolactone | |
ES400824A1 (en) | Amidinocarbamates | |
BE900770A (en) | PROCESS FOR THE PRODUCTION OF A CEPHALOSPORIN, AN INTERMEDIATE FOR THE SYNTHESIS OF THIS CEPHALOSPORIN AND A PROCESS FOR THE PRODUCTION OF THIS INTERMEDIATE. | |
EP0555479A4 (en) | ||
EP0945430A3 (en) | N-phenylacetoacetamides and process for their preparation | |
ATE30718T1 (en) | PREPARATION OF 1-BENZYL AZETIDIN-3-OL AND THE CORRESPONDING HALID ACID. | |
GB1439898A (en) | Method of preparing substituted cephalosporins and penicillins | |
ES455786A1 (en) | Process for the preparation of reactive penicillanic acid and cephalosporanic acid derivatives | |
ES448967A1 (en) | Pentachlorophenyl-phenyl malonate compound suitable for use as acylating agents | |
JPS54130553A (en) | 2-azetidinone derivative and its preparation | |
HUT45011A (en) | Process for producing azetidine derivatives | |
GB1428187A (en) | 6-aminopenicillanic acid derivatives and process for the preparation of the same | |
GB1202138A (en) | Improvements in or relating to method of preparing acridines and intermediates therefor | |
ES8405763A1 (en) | Azetidinones | |
GB1414324A (en) | Process for preparing 7-acylamino-3-substituted-3-cephem-4- carboxylic acid derivatives | |
ES8307254A1 (en) | Separation process. | |
ES8304546A1 (en) | Process for the preparation of zomepirac and related compounds. |