Hydrogen Bromide → 2,1,3-Benzothiadiazol-5-ol

Reaktionsgleichung

C[O:2][C:3]1[CH:11]=[CH:10][C:6]2=[N:7][S:8][N:9]=[C:5]2[CH:4]=1.Br>>[N:7]1[S:8][N:9]=[C:5]2[CH:4]=[C:3]([OH:2])[CH:11]=[CH:10][C:6]=12

Komponenten

Edukt 2

HCID 260Hydrogen Bromide

HCID 27812455-Methoxy-2,1,3-benzothiadiazole

Produkt 1

HCID 27718862,1,3-Benzothiadiazol-5-olAusbeute 27 %

Reaktionsbedingungen

Temperatur: 10 °C

Versuchsvorschrift

5-Methoxybenzo-2,1,3-thiadiazole (4.09 g, 24.6 mmol) was stirred with hydrobromic acid (60 mL, 165 mmol, 30% in acetic acid) at 80° C. 5 days. The mixture was cooled to 10° C. and filtered. The solids were purified by short column chromatography (50% ethyl acetate/hexane). Solvents were stripped in vacuo to afford 1.0 g of a yellow solid (27% yield).

Aufarbeitung

custom5 days
filtrationfiltered
customThe solids were purified by short column chromatography (50% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag: ord-b759e3fd096242bea2c8a234db919876
Quelldatensatz: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07183293B2

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