HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Bromo-2-iodoaniline → Benzothiazole, 6-bromo-2-methyl-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Bromo-2-iodoaniline | HCID 823934 | — |
| Edukt | Thioacetamide | HCID 2723949 | — |
| Katalysator | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Benzothiazole, 6-bromo-2-methyl- | HCID 138448 | 48,2% |
Reaktionsschritte
A solution of 4-bromo-2-iodo-phenylamine (1.5 g, 5.0 mmol), thiacetamide (381 mg, 5.0), cupric oxide (280 mg, 3.5 mmol), dppf (56 mg, 0.10 mmol), Pd2(dba)3 (48 mg, 0.052 mmol) in DMF was heated at 60° C. for 1 hour, cooled to room temperature, partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and concentrated. The concentrate was purified by flash chromatography on silica gel using 20% hexanes/methylene chloride to give 550 mg (40% yield) of the desired product. MS (ESI(+)) m/e 227.8, 229.8 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07737160B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-c0d66411f6714e9abf4e754e845d9317 |
| Quellennotiz | uspto-grants-2010_06 |