Water → Methyl 4-[4-(4-fluorophenyl)-1,1-dioxoisothiazolidin-2-yl]-5-methanesulfonyl-2-methylbenzoate

HRID 501251ノート

反応式

HRID 501251 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:12][S:11](=[O:14])(=[O:13])[NH:10][CH2:9]2)=[CH:4][CH:3]=1.F[C:16]1[C:25]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[C:18]([CH3:30])[CH:17]=1.C([O-])([O-])=O.[Cs+].[Cs+].O>CN(C=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:12][S:11](=[O:14])(=[O:13])[N:10]([C:16]3[C:25]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[C:18]([CH3:30])[CH:17]=3)[CH2:9]2)=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 10538364Methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoate2 回HCID 684636364-(4-Fluorophenyl)-1,2-thiazolidine-1,1-dione

生成物 1

HCID 68462085Methyl 4-[4-(4-fluorophenyl)-1,1-dioxoisothiazolidin-2-yl]-5-methanesulfonyl-2-methylbenzoate収率 94.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

18.00 g of 4-(4-fluorophenyl)isothiazolidine 1,1-dioxide, 20.59 g of methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoate (Journal of Medicinal Chemistry (1997), 40(13), 2017) and 81.75 g of Cs2CO3 were stirred in 500 ml of anhydrous DMF at RT for 5 hours. Then a further 2.00 g of methyl 4-fluoro-5-methanesulfonyl-2-methylbenzoate were added, and the mixture was stirred at RT for 1 hour and left to stand at RT for 15 hours. The reaction mixture was poured into 1800 ml of water and stirred at RT for 1 hour, and the product was filtered off with suction. The product was then dissolved in 1 l of EA, and the solution was mixed with MgSO4 and activated carbon and stirred at RT for 15 minutes. It was then filtered and the solvent was removed in vacuo. 35.00 g of a colorless foam were obtained.

後処理

  1. waitleft
  2. waitto stand at RT for 15 hours
  3. stirringstirred at RT for 1 hour
  4. filtrationthe product was filtered off with suction
  5. dissolutionThe product was then dissolved in 1 l of EA
  6. additionthe solution was mixed with MgSO4 and activated carbon
  7. stirringstirred at RT for 15 minutes
  8. filtrationIt was then filtered
  9. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-828a5a89407b409191281d8af3dbcdd4
出典データセット
uspto-grants-2010_08
特許番号
US07772262B2

反応ノート

読み込み中…