Reaktion #1438429

Reaktionsgleichung

3-Amino-5,6-dihydro-4H-benzo[b]thiophene-7-one hydrochloride

N-bromosuccinimide

→

title compound

3-Amino-2-bromo-5,6-dihydro-4H-benzo[b]thiophene-7-one hydrochloride

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent was evaporated at reduced pressure
2. 2
   ExtraktionAfter extracting with ethyl acetate
3. 3
   Waschenwashing the organic layer with water
4. 4
   Trocknendrying with anhydrous magnesium sulfate
5. 5
   Sonstigethe solvent was evaporated at reduced pressure
6. 6
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
7. 7
   workup.ADDITIONby adding 4N hydrochloric acid/ethyl acetate
8. 8
   FiltrationThe resulting solid was collected by filtration
9. 9
   Waschenwashed with ethyl acetate

Vorschrift

To a suspension of 3-Amino-5,6-dihydro-4H-benzo[b]thiophene-7-one hydrochloride (the compound of Preparation Example 6) (1.2 g) in N,N-dimethylformamide (33 mL) was added 1.05 g of N-bromosuccinimide (1.05 g) on an ice bath. After stirring for 30 minutes, the solvent was evaporated at reduced pressure, the pH was adjusted to 10 with an aqueous solution of sodium bicarbonate. After extracting with ethyl acetate, and washing the organic layer with water, drying with anhydrous magnesium sulfate was carried out and the solvent was evaporated at reduced pressure. The residue was dissolved in ethyl acetate, and the pH was brought to 1 by adding 4N hydrochloric acid/ethyl acetate. The resulting solid was collected by filtration, washed with ethyl acetate to provide the title compound (1.55 g) as an ocher solid.

Quelle