反応 #446714

反応方程式

ammonia

2-amino-5-methylbenzoic acid

tetrahydrofuran

→

2-amino-5-methylbenzamide

溶媒

water

反応条件

後処理

1. 1
   workup.WAITAfter 24 hours
2. 2
   濃縮the mixture was concentrated under reduced pressure to a solid residue
3. 3
   workup.DISSOLUTIONThis solid Was partially dissolved in 500 ml of dichloromethane
4. 4
   洗浄washed with 200 ml of 0.1 N sodium hydroxide and 200 ml of water
5. 5
   乾燥The dichloromethane solution was dried
6. 6
   濃縮concentrated to a solid Which
7. 7
   その他Was crystallized from ethyl acetate/hexane

実験手順

A mixture of 15 g of 2-amino-5-methylbenzoic acid, 16 g of 1,1-carbonyldiimidazole and 500 ml of tetrahydrofuran was stirred for 2 hours at room temperature and then saturated with anhydrous ammonia with ice bath cooling. After 24 hours, 50 ml of water was added and the mixture was concentrated under reduced pressure to a solid residue. This solid Was partially dissolved in 500 ml of dichloromethane and then washed with 200 ml of 0.1 N sodium hydroxide and 200 ml of water. The dichloromethane solution was dried and concentrated to a solid Which Was crystallized from ethyl acetate/hexane, giving 3.0 g of 2-amino-5-methylbenzamide as straw-colored crystals, mp 171°-174° C.

出典