反应详情

温度

78 °C

To an ice cooled mixture of 4-iodo-2-methoxybenzoic acid (6.178 g, 22.22 mmol) and hydrazinecarbothioamide (2.43 g, 26.7 mmol) was added phosphorous oxychloride (6.21 mL, 66.7 mmol) slowly. The mixture was heated at 78° C. overnight. After cooling to 0° C., ice water was added and the mixture was vigorously stirred for 1 hour. The resulting precipitate was filtered, washed with water, and re-suspended in saturated NaHCO3(aq) and water (1:1) for 1 hour. The solid was filtered, washed with water, and dried in vacuo to afford the crude compound. The crude material was purified by flash chromatography (MeOH/CH2Cl2) to afford the title compound (1.2 g, 16% yield). MS m/z 334.0 [M+H]+.

1. temperatureAfter cooling to 0° C.
2. filtrationThe resulting precipitate was filtered
3. washwashed with water
4. waitwater (1:1) for 1 hour
5. filtrationThe solid was filtered
6. washwashed with water
7. customdried in vacuo
8. customto afford the crude compound
9. customThe crude material was purified by flash chromatography (MeOH/CH2Cl2)