反応 #80929

反応方程式

sodium hydroxide

5-fluoro-2-methylcarbonylamino-3-methylnitrobenzene

hydrochloric acid

→

4-fluoro-2-nitro-6-methylaniline

収率 94.3%

溶媒

ethanol

反応条件

後処理

1. 1
   温度at reflux for about 17 hours
2. 2
   温度The reaction mixture was cooled
3. 3
   ろ過The resultant solid was collected by filtration
4. 4
   洗浄was thoroughly washed with water
5. 5
   その他The solid was dried at about 60° C. under vacuum

実験手順

A stirred solution of 22.4 grams (0.106 mole) of 5-fluoro-2-methylcarbonylamino-3-methylnitrobenzene, 100 mL of concentrated hydrochloric acid, and 100 mL of ethanol was heated at reflux for about 17 hours. The reaction mixture was cooled and poured into 500 grams of ice. The mixture was made basic with aqueous 50% sodium hydroxide. The resultant solid was collected by filtration and was thoroughly washed with water. The solid was dried at about 60° C. under vacuum, yielding 17.0 grams of 4-fluoro-2-nitro-6-methylaniline, mp 111°-113° C. The NMR spectrum was consistent with the proposed structure. The reaction was repeated to obtain more product.

出典