반응 #80593
ord-d739180875594717a1f57f80fb74b667
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후처리
- 1workup.ADDITIONwas added over 15 minutes
- 2온도the reaction mixture was heated to 90°-95° C
- 3workup.WAITAfter 20 hours
- 4온도the reaction mixture was cooled to room temperature
- 5여과After filtration
- 6세척the residue was washed with a mixture of methylene chloride/methanol (2/1).The combined filtrates
- 7농축were concentrated in vacuo
- 8workup.STIRRINGthe resulting yellowish solid was stirred with a mixture of hexane/ether (2/1, 1000 mL)
- 9여과The product was filtered
- 10세척washed with more of hexane/ether (2/1)
- 11기타The pale yellow solid 3,4-methylenedioxy-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide (4.8g, 91%) was used in the next reaction without further purification
실험 절차
To a suspension of (4-methylsulfonyl)aniline (2.82 g, 16.5 mmol) in toluene (150 mL), trimethylaluminum (2M solution in toluene, 12.5 mL, 24.7 mmol) was added over 15 minutes. The reaction mixture was warmed to room temperature and stirred for 2.5 hours. A solution of piperonylonitrile (4.85 g, 33 mmol) in toluene (100 mL) was added over 10 minutes and the reaction mixture was heated to 90°-95° C. After 20 hours, the reaction mixture was cooled to room temperature and poured over a slurry of silica gel in chloroform. After filtration, the residue was washed with a mixture of methylene chloride/methanol (2/1).The combined filtrates were concentrated in vacuo and the resulting yellowish solid was stirred with a mixture of hexane/ether (2/1, 1000 mL). The product was filtered and washed with more of hexane/ether (2/1). The pale yellow solid 3,4-methylenedioxy-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide (4.8g, 91%) was used in the next reaction without further purification: mp (DSC) 214° C. Anal. Calc'd. for C15H14N2SO4 : C, 56.59, H, 4.43, N, 8.80. Found: C, 56.33, H, 4.28, N, 8.66.