Ammonium Hydroxide → 5-Bromo-2-iodobenzamide

To 5-bromo-2-iodobenzoic acid (20 g, 61.2 mmol) in 1:1 mixture of dichloromethane and dimethylformamide (200 mL) was added HATU (25 g, 65.8 mmol), and the solution stirred 2 min. Excess ammonium chloride (20 g) was added, and the heterogeneous mixture was stirred 1 h. Ammonium hydroxide (20 mL) was added causing a white precipitate. The precipitate was filtered and washed with ethyl acetate. The solution was diluted with ethyl acetate, washed with water, 1 N hydrochloric acid, saturated sodium bicarbonate, and saturated sodium chloride, dried (magnesium sulfate), filtered, and concentrated under reduced pressure resulting in the formation of a white precipitate. The solid was filtered to provide the title compound (14.4 g ). ESI MS m/z 327.0 [M+H]+.

1. stirringthe heterogeneous mixture was stirred 1 h
2. filtrationThe precipitate was filtered
3. washwashed with ethyl acetate
4. additionThe solution was diluted with ethyl acetate
5. washwashed with water, 1 N hydrochloric acid, saturated sodium bicarbonate, and saturated sodium chloride
6. dry with materialdried (magnesium sulfate)
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure
9. customresulting in the formation of a white precipitate
10. filtrationThe solid was filtered

ORDレコード

ord-0b906a0642bc4d0a860c4a4dd6a65555

出典データセット

uspto-grants-2007_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07244725B2