HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrogen Peroxide → 4-Bromo-1H-indole-6-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrogen Peroxide | HCID 784 | — |
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | 4-bromo-1H-indole-6-carbonitrile | HCID 24728883 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 4-Bromo-1H-indole-6-carboxamide | HCID 66870555 | 97,6% |
Reaktionsschritte
A solution of 4-bromo-1H-indole-6-carbonitrile (1 g, 4.50 mmol) in methanol (10 mL) was treated with 30% aqueous hydrogen peroxide (2.7 mL, 4.95 mmol) and a 1 M aqueous sodium hydroxide solution (5 mL) then heated at 40° C. for 1 h. The reaction mixture was cooled, treated with water and cooled in an ice-bath. The resulting precipitate was collected by filtration, washed with water and dried in vacuo to obtain 4-bromo-1H-indole-6-carboxylic acid amide (1.05 g, 97%), which was transformed into the title boronic ester by the general method (Scheme 1) (0.80 g, 67%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08697693B2 |
| Quelldatensatz | uspto-grants-2014_04 |
| ORD ID | ord-5c2e0d2757b24f4fb0c9ce4d181c28b8 |
| Quellennotiz | uspto-grants-2014_04 |