Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | 2-amino-5-chloro-N-(4-chlorophenyl)benzamide | HCID 4186019 | — |
| Edukt | 3-Chloro-4-chloromethyl-2-(chlorocarbonyl)thiophene | HCID 18376676 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 18376557 | HCID 18376557 | 80% |
Reaktionsschritte
To a solution of 3-chloro-4-chloromethyl-2-(chlorocarbonyl)thiophene (3.1 g, 13.5 mmol) in methylene chloride (40 mL) at 0° C. was added N-(4-chlorophenyl)-2-amino-5-chlorobenzamide (3.8 g, 13.5 mmol), followed after 5 minutes by pyridine (1.6 mL, 16 mmol). The mixture was warmed to ambient temperature. After 17 hours, the mixture was concentrated of all volatiles in vacuo. The resulting solid was triturated with water and a small amount of acetonitrile and dried in vacuo to afford 5.1 g (80% yield) of N-(4-chlorophenyl)-2-[((4-(chloromethyl)-3-chlorothiophen-2-yl)carbonyl)amino]-5-chlorobenzamide as a tan powder: NMR (DMSO-d6) 11.1 (s, 1), 10.8 (s, 1), 8.3 (d, 1), 8.2 (s, 1), 7.9 (s, 1), 7.7 (d, 2), 7.6 (dd, 1), 7.4 (d, 2), 4.8 (s, 2) ppm.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06380221B1 |
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| Quelldatensatz | uspto-grants-2002_04 |
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| ORD ID | ord-a6cf395ae7754f3ca82991c5d25b4bf9 |
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| Quellennotiz | uspto-grants-2002_04 |
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