5-Bromosalicylhydroxamic acid → HCID 178518981, Verbindung

HRID 1482863Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1482863
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:12])=[C:6]([CH:11]=1)[C:7]([NH:9]O)=[O:8].C(N1C=CN=C1)(N1C=CN=C1)=O>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:12][N:9]=[C:7]([OH:8])[C:6]=2[CH:11]=1

Komponenten

4

Edukt 2

HCID 220465-Bromosalicylhydroxamic acidHCID 682631,1'-Carbonyldiimidazole

Produkt 1

HCID 178518981HCID 178518981, VerbindungAusbeute 97,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-bromo-N,2-dihydroxybenzamide (4.12 g, 17.76 mmol) was suspended in 100 mL THF. Carbonyldiimidazole (5.76 g, 35.5 mmol) was added and the mixture was heated under reflux for three hours. The solvent was evaporated under vacuum, 100 mL water was added and the solution was acidified to pH 1 with 1N HCl under rapid stirring. The formed precipitate was filtered, washed with water and dried, giving 5-bromobenzo[d]isoxazol-3-ol (3.71 g, 17.3 mmol) as off-white solid.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for three hours
  3. customThe solvent was evaporated under vacuum, 100 mL water
  4. additionwas added
  5. filtrationThe formed precipitate was filtered
  6. washwashed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-81ebe21a11a443078bdedfaad161087c
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09416115B2

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