تفاعل #816446

معادلة التفاعل

water

DMF

oxalyl chloride

4-hydroxy-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

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title compound

المردود 46.8%

4-Chloro-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

المردود 46.8%

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe resulting mixture was extracted with EtOAc
2. 2
   غسيلThe combined organic layers were washed with water
3. 3
   أخرىbrine and evaporated
4. 4
   أخرىThe residue was purified by silica gel column chromatography
5. 5
   workup.ADDITIONa 4:1 mixture of hexane and EtOAc as eluant

الإجراء التجريبي

DMF (25 mL) and oxalyl chloride (0.2 mL, 2.29 mmol) were added separately to a solution of 4-hydroxy-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.5 g, 1.87 mmol) in DCM (25 mL) at 0° C. The reaction mixture was then heated at 50° C. for 4 h, water was added and the resulting mixture was extracted with EtOAc. The combined organic layers were washed with water, then brine and evaporated. The residue was purified by silica gel column chromatography using a 4:1 mixture of hexane and EtOAc as eluant to give the title compound (0.25 g, 46%) as a solid; 1H NMR (200 MHz, CDCl3): δ 8.10-7.94 (m, 2H), 7.61-7.50 (m, 3H), 4.50 (sep, 1H), 1.61 (s, 3H), 1.65 (s, 6H).

المصدر