تفاعل #2031846

معادلة التفاعل

N-hydroxy-2-(4-isopropylpiperazin-1-yl)benzothiazole-6-carboxamidine

benzoylchloride

→

2-(4-isopropylpiperazin-1-yl)-6-(5-phenyl-[1,2,4]oxadiazol-3-yl)benzothiazole

المردود 26.0%

المذيبات

acetic acid

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةrefluxed for 2 h
2. 2
   تركيزThe reaction mixture was concentrated in vacuo
3. 3
   workup.DISSOLUTIONthe residue was dissolved into 0.5 N hydrochloric acid (30 mL)
4. 4
   استخلاصThe aqueous solution was extracted with diethyl ether (3×15 mL)
5. 5
   استخلاصextracted with ethyl acetate (4×10 mL)
6. 6
   أخرىThe combined organic extracts were evaporated
7. 7
   أخرىthe residue was recrystallized three times
8. 8
   workup.ADDITIONfrom a mixture of CH2Cl2 and MeOH

الإجراء التجريبي

To a solution of N-hydroxy-2-(4-isopropylpiperazin-1-yl)benzothiazole-6-carboxamidine (650 mg, 2.04 mmol) in acetic acid (40 mL) was added benzoylchloride (3 mL). The reaction mixture was stirred overnight at room temperature and then refluxed for 2 h. The reaction mixture was concentrated in vacuo and the residue was dissolved into 0.5 N hydrochloric acid (30 mL). The aqueous solution was extracted with diethyl ether (3×15 mL). The organic layer was discarded and the aqueous phase was basified to pH 13 with 4 N sodium hydroxide and then extracted with ethyl acetate (4×10 mL). The combined organic extracts were evaporated and the residue was recrystallized three times from a mixture of CH2Cl2 and MeOH to give 189 mg (26%) of 2-(4-isopropylpiperazin-1-yl)-6-(5-phenyl-[1,2,4]oxadiazol-3-yl)benzothiazole.

المصدر