IL36350A - Courtship of Ziaralnon - Google Patents
Courtship of ZiaralnonInfo
- Publication number
- IL36350A IL36350A IL36350A IL3635071A IL36350A IL 36350 A IL36350 A IL 36350A IL 36350 A IL36350 A IL 36350A IL 3635071 A IL3635071 A IL 3635071A IL 36350 A IL36350 A IL 36350A
- Authority
- IL
- Israel
- Prior art keywords
- zearalenone
- lower alkanol
- strong base
- zearalanol
- reduction
- Prior art date
Links
- MBMQEIFVQACCCH-UHFFFAOYSA-N trans-Zearalenon Natural products O=C1OC(C)CCCC(=O)CCCC=CC2=CC(O)=CC(O)=C21 MBMQEIFVQACCCH-UHFFFAOYSA-N 0.000 title claims description 23
- MBMQEIFVQACCCH-QBODLPLBSA-N zearalenone Chemical compound O=C1O[C@@H](C)CCCC(=O)CCC\C=C\C2=CC(O)=CC(O)=C21 MBMQEIFVQACCCH-QBODLPLBSA-N 0.000 title claims description 23
- FPQFYIAXQDXNOR-QDKLYSGJSA-N alpha-Zearalenol Chemical compound O=C1O[C@@H](C)CCC[C@H](O)CCC\C=C\C2=CC(O)=CC(O)=C21 FPQFYIAXQDXNOR-QDKLYSGJSA-N 0.000 claims description 13
- 229960002300 zeranol Drugs 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 2
- 239000000920 calcium hydroxide Substances 0.000 claims description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 230000003197 catalytic effect Effects 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- 229940093932 potassium hydroxide Drugs 0.000 claims 1
- 235000011118 potassium hydroxide Nutrition 0.000 claims 1
- 238000002844 melting Methods 0.000 description 18
- 230000008018 melting Effects 0.000 description 15
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 8
- 229910000564 Raney nickel Inorganic materials 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000002609 medium Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000007868 Raney catalyst Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- JMQTYFHZRJJXNH-UHFFFAOYSA-L [OH-].[Ca+2].C(CC)O.[OH-] Chemical compound [OH-].[Ca+2].C(CC)O.[OH-] JMQTYFHZRJJXNH-UHFFFAOYSA-L 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 230000001195 anabolic effect Effects 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000001076 estrogenic effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- CASUWPDYGGAUQV-UHFFFAOYSA-M potassium;methanol;hydroxide Chemical compound [OH-].[K+].OC CASUWPDYGGAUQV-UHFFFAOYSA-M 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2526670A | 1970-04-02 | 1970-04-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL36350A0 IL36350A0 (en) | 1971-05-26 |
| IL36350A true IL36350A (en) | 1973-07-30 |
Family
ID=21825021
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL36350A IL36350A (en) | 1970-04-02 | 1971-03-04 | Courtship of Ziaralnon |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3704248A (de) |
| AT (1) | AT310768B (de) |
| BE (1) | BE765131A (de) |
| CH (1) | CH553180A (de) |
| DE (1) | DE2111618A1 (de) |
| DK (1) | DK128538B (de) |
| ES (1) | ES389690A1 (de) |
| FR (1) | FR2092490A5 (de) |
| GB (1) | GB1298315A (de) |
| IL (1) | IL36350A (de) |
| NL (1) | NL7104356A (de) |
| SE (1) | SE359541B (de) |
| ZA (1) | ZA711328B (de) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3818044A (en) * | 1972-01-17 | 1974-06-18 | Commercial Solvents Corp | Preparation of zearalanone or of racemic mixtures of zearalanol diamers |
| FR2668487B1 (fr) * | 1990-10-30 | 1993-03-05 | Virbac Sa | Procede economique de reduction de la zearalenone en zearalanol. |
| HUE028889T2 (en) | 2009-04-09 | 2017-01-30 | Intervet Int Bv | A method for preparing zeranol |
-
1970
- 1970-04-02 US US25266A patent/US3704248A/en not_active Expired - Lifetime
-
1971
- 1971-03-02 ZA ZA711328A patent/ZA711328B/xx unknown
- 1971-03-04 IL IL36350A patent/IL36350A/en unknown
- 1971-03-11 DE DE19712111618 patent/DE2111618A1/de active Pending
- 1971-03-18 ES ES389690A patent/ES389690A1/es not_active Expired
- 1971-03-19 CH CH405171A patent/CH553180A/de not_active IP Right Cessation
- 1971-03-24 AT AT254271A patent/AT310768B/de not_active IP Right Cessation
- 1971-03-25 FR FR7110557A patent/FR2092490A5/fr not_active Expired
- 1971-03-31 DK DK154371AA patent/DK128538B/da unknown
- 1971-04-01 NL NL7104356A patent/NL7104356A/xx not_active Application Discontinuation
- 1971-04-01 SE SE04260/71A patent/SE359541B/xx unknown
- 1971-04-01 BE BE765131A patent/BE765131A/xx unknown
- 1971-04-19 GB GB23142/71A patent/GB1298315A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE765131A (fr) | 1971-08-30 |
| DK128538B (da) | 1974-05-20 |
| CH553180A (de) | 1974-08-30 |
| US3704248A (en) | 1972-11-28 |
| SE359541B (de) | 1973-09-03 |
| NL7104356A (de) | 1971-10-05 |
| AT310768B (de) | 1973-10-10 |
| ES389690A1 (es) | 1973-06-01 |
| DE2111618A1 (de) | 1971-10-21 |
| ZA711328B (en) | 1971-12-29 |
| FR2092490A5 (de) | 1972-01-21 |
| IL36350A0 (en) | 1971-05-26 |
| GB1298315A (en) | 1972-11-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1174769C2 (de) | Verfahren zur Herstellung von Polyenalkoholen | |
| US2223303A (en) | Process for the catalytic hydrogenation of carboxylic acid substances to amines | |
| EP0208948B1 (de) | Verfahren zur optischen Spaltung eines Phenylessigsäurederivats | |
| US3950405A (en) | Trans-4-aminomethylcyclohexane-1-carboxylic acid | |
| US3225066A (en) | Process for the preparation of tetrahydrofuran-cis, 2,5-dicarboxylic acid and salts thereof | |
| CH622235A5 (de) | ||
| IL36350A (en) | Courtship of Ziaralnon | |
| EP0011439B1 (de) | Verfahren zur selektiven Herstellung von cis-Isomeren von äthylenisch ungesättigten Verbindungen | |
| DE1620381C3 (de) | 2-Amino-3-methoxy-pyrazin und Verfahren zu dessen Herstellung | |
| US2830087A (en) | beta-hydroxybutyric acid para-phenetidide and a process for preparing it | |
| US2483381A (en) | Beta-dihydro-inylamine and the acid addition salts thereof | |
| DE2049332C3 (de) | Verfahren zur Herstellung von L- oder D-N-Benzoyl-glutaminsäure-1amiden | |
| US2993078A (en) | Purification of butynediol | |
| US3808233A (en) | Zearalenone reduction | |
| IL36349A (en) | Reduction of zearalenone | |
| US3960898A (en) | Zearalanone-zearalanol product | |
| US2460747A (en) | 5-alkoxy-alkyl, 5-cyclohexyl hydantoins | |
| US3742063A (en) | Dihydroxybutanones | |
| US2983743A (en) | New and improved rodenticides | |
| DE2528637A1 (de) | Cephalosporinester | |
| DE1117591B (de) | Verfahren zur Herstellung von 1-(2'-Hydroxyaethyl)-3-(5-nitrofurfuryliden-amino)-imidazolidin-thion-(2) | |
| AT208872B (de) | Verfahren zur Herstellung neuer 1,4-Diazacycloheptane | |
| US3164629A (en) | 3', 5'-dialkanoyloxyphenyl-2 aminoethanol-(1) salts | |
| US3157672A (en) | Alpha, omega-bis (3-alkylidene-5, 5-dialkyl-1-pyrrolinyl-2) alkanes and ethers | |
| DE1470059B1 (de) | Verfahren zur Herstellung von substituierten Indolyl-(3)-essigsaeureverbindungen undihren Salzen |