Reaktion #446714

Reaktionsgleichung

ammonia

2-amino-5-methylbenzoic acid

tetrahydrofuran

→

2-amino-5-methylbenzamide

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITAfter 24 hours
2. 2
   Einengenthe 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
   Waschenwashed with 200 ml of 0.1 N sodium hydroxide and 200 ml of water
5. 5
   TrocknenThe dichloromethane solution was dried
6. 6
   Einengenconcentrated to a solid Which
7. 7
   SonstigeWas crystallized from ethyl acetate/hexane

Vorschrift

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.

Quelle