تفاعل #90212

معادلة التفاعل

2-amino-3-methylbenzoic acid

N-chlorosuccinimide

→

desired intermediate

المردود 75.5%

2-amino-3-methyl-5-chlorobenzoic acid

المردود 75.5%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىThe heat was removed
2. 2
   درجة الحرارةthe reaction was cooled to room temperature
3. 3
   workup.ADDITIONThe reaction mixture was then slowly poured into ice-water (250 mL)
4. 4
   أخرىto precipitate a white solid
5. 5
   ترشيحThe solid was filtered
6. 6
   غسيلwashed four times with water
7. 7
   تجفيفThe ethyl acetate solution was dried over magnesium sulfate
8. 8
   أخرىevaporated under reduced pressure
9. 9
   غسيلthe residual solid was washed with ether

الإجراء التجريبي

To a solution of 2-amino-3-methylbenzoic acid (Aldrich, 15.0 g, 99.2 mmol) in N,N-dimethylformamide (50 mL) was added N-chlorosuccinimide (13.3 g, 99.2 mmol) and the reaction mixture was heated to 100° C. for 30 minutes. The heat was removed, the reaction was cooled to room temperature and let stand overnight. The reaction mixture was then slowly poured into ice-water (250 mL) to precipitate a white solid. The solid was filtered and washed four times with water and then taken up in ethyl acetate (900 mL). The ethyl acetate solution was dried over magnesium sulfate, evaporated under reduced pressure and the residual solid was washed with ether to afford the desired intermediate as a white solid (13.9 g).

المصدر