Reaktion #332973

Reaktionsgleichung

6-chloro-1H-indazole

Iodine

potassium hydroxide

→

6-chloro-3-iodo-1H-indazole

Ausbeute 102.9%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe dark reaction mixture
2. 2
   Sonstigethen was quenched with 10% aq NaHSO3
3. 3
   Extraktionextracted with diethyl ether (2×)
4. 4
   WaschenThe combined organic layers were washed with water and brine
5. 5
   Trocknenthen dried over sodium sulfate
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated

Vorschrift

In a round-bottomed flask, 6-chloro-1H-indazole (90 mg, 0.59 mmol) was dissolved in DMF (1.4 mL). Iodine (300 mg, 1.18 mmol) was added followed by potassium hydroxide (128 mg, 2.28 mmol). The dark reaction mixture was stirred at room temperature for 3 h then was quenched with 10% aq NaHSO3 and extracted with diethyl ether (2×). The combined organic layers were washed with water and brine then dried over sodium sulfate, filtered and concentrated to give 169 mg (98%) of 6-chloro-3-iodo-1H-indazole as an orange solid.

Quelle