HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1091669Erstellt: 26. Oktober 2026
Potassium Carbonate → 2-[6-carboxybenzothiazol-2(3H)-ylidene]-2-(4-trifluoromethyl-pyrimidin-2-yl)acetonitrile
https://huagongshe.com/reaction/1091669
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 4-Amino-3-mercaptobenzoic acid | HCID 598058 | — |
| Edukt | 3,3-Bis(methylthio)-2-(4-trifluoromethylpyrimidin-2-yl)acrylonitrile | HCID 86640517 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-[6-carboxybenzothiazol-2(3H)-ylidene]-2-(4-trifluoromethyl-pyrimidin-2-yl)acetonitrile | HCID 66593546 | 44,5% |
Reaktionsschritte
A mixture of 4-amino-3-mercaptobenzoic acid (768 mg, 4.5 mmol), 3,3-bis(methylthio)-2-(4-trifluoromethylpyrimidin-2-yl)acrylonitrile (1.45 g, 5.0 mmol, 1.1 eq.), 4-dimethylaminopyridine (550 mg, 4.5 mmol, 1 eq.), and potassium carbonate (622 mg, 4.5 mmol, 1 eq.) in ethanol (20 mL) was heated at 160° C. for 0.4 hr in a microwave. The mixture was cooled to room temperature, diluted with DCM, and washed with 1M hydrochloric acid. The DCM fraction was decanted, filtered, and concentrated under vacuum to give 2-[6-carboxybenzothiazol-2(3H)-ylidene]-2-(4-trifluoromethyl-pyrimidin-2-yl)acetonitrile (729 mg, 40% yield) as a brown solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08129396B2 |
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| Quelldatensatz | uspto-grants-2012_03 |
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| ORD ID | ord-b32016c9a04f42898ca8ce3fbc4e6282 |
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| Quellennotiz | uspto-grants-2012_03 |
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