HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1524227Erstellt: 27. Oktober 2026
Sodium Carbonate → N-(2-fluorophenyl)[5-(6-methylbenzothiazol-5-yl)(2-thienyl)]carboxamide
https://huagongshe.com/reaction/1524227
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (5-bromo(2-thienyl))-N-(2-fluorophenyl)carboxamide | HCID 26584369 | — |
| Edukt | 6-Methyl-5-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzothiazole | HCID 66779583 | — |
| Edukt | Brine ethyl acetate | HCID 131718255 | — |
| Katalysator | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | N-(2-fluorophenyl)[5-(6-methylbenzothiazol-5-yl)(2-thienyl)]carboxamide | HCID 66778784 | 90,7% |
Reaktionsschritte
A mixture of (5-bromo(2-thienyl))-N-(2-fluorophenyl)carboxamide (9, 21 mg, 0.07 mmol), 6-methyl-5-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzothiazole (14) (19 mg, 0.07 mmol), tetrakis(triphenylphosphine)-palladium(0) (Pd(Ph3P)4, 8 mg) and sodium carbonate (22 mg) in 0.5 ml DME, 0.5 ml EtOH and 0.25 ml water was heated under Ar in microwave reactor at 110° C. for 30 min. The reaction mixture was worked up with EA/brine. Org. phase was concentrated and then subjected to prep HPLC chromatography to furnish 23.4 mg of N-(2-fluorophenyl)[5-(6-methylbenzothiazol-5-yl)(2-thienyl)]carboxamide (16) as yellow solid (yield: 90.7%; purity>95%). LC-MS: calcd. for C19H13FN2OS2: 369 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09079891B2 |
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| Quelldatensatz | uspto-grants-2015_07 |
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| ORD ID | ord-10e138bd644045a88c963dbd1ccf324c |
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| Quellennotiz | uspto-grants-2015_07 |
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