تفاعل #1121779

معادلة التفاعل

2-amino-3-bromo-5-phenylpyrazine

2-Amino-3-Bromo-5-phenylpyrazine

2-mercaptobenzothiazol

sodium hydride

→

title compound 18p

المردود 23.0%

2-Amino-3-(benzo[d]thiazol-2-ylthio)-5-phenylpyrazine

المردود 23.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was removed under reduced pressure
2. 2
   workup.ADDITIONthe crude was diluted with dichloromethane
3. 3
   غسيلwashed with water
4. 4
   ترشيحfiltered
5. 5
   أخرىthe solvent removed under reduced pressure
6. 6
   أخرىto get a crude that
7. 7
   أخرىwas purified by flash chromatography

الإجراء التجريبي

To a solution of 2-mercaptobenzothiazol (0.07 g, 0.4 mmol) in dry DMF (7 mL), sodium hydride (NaH) (9 mg, 0.4 mmol) was added and the resulting mixture was stirred for 15 min. After this time 2-amino-3-bromo-5-phenylpyrazine 17b (0.05 g, 0.2 mmol) was added and the mixture heated at 110° C. for 4 h. The solvent was removed under reduced pressure and the crude was diluted with dichloromethane, washed with water. Then the organic layer was anidrified over Na2SO4, filtered and the solvent removed under reduced pressure to get a crude that was purified by flash chromatography using dichloromethane-EtOAc (9:1 v/v) to get 15 mg of title compound 18p as a pale yellow solid (yield 23%). 1H-NMR (CDCl3): 5.36 (br s, 2H), 7.28-7.47 (m, 6H), 7.59-7.76 (m, 1H), 7.91-7.93 (m, 2H), 8.53 (s, 1H). MS (ESI): m/z 359 (M+Na1).

المصدر