5-(Benzenesulfanyl)-thiazolidine-2,4-dione → 5-(Benzenesulfonyl)-thiazolidine-2,4-dione

HRID 1899877ノート

反応式

HRID 1899877 の反応式
C1C=CC(S[CH:8]2[S:14][C:12](=[O:13])[NH:11][C:9]2=[O:10])=CC=1.C[C:16]1[CH:21]=[CH:20][CH:19]=[C:18](SC2SC(=O)NC2=O)[CH:17]=1.O[O:31][S:32]([O-:34])=O.[K+]>CO.O>[C:16]1([S:32]([CH:8]2[S:14][C:12](=[O:13])[NH:11][C:9]2=[O:10])(=[O:34])=[O:31])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

6

反応物 3

HCID 104893885-(Benzenesulfanyl)-thiazolidine-2,4-dioneHCID 10610046HCID 10610046、化合物HCID 23707502Potassium hydroxy sulfite

生成物 1

HCID 105390745-(Benzenesulfonyl)-thiazolidine-2,4-dione収率 73%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

実験手順

A solution of 5-(benzenesulfanyl)-thiazolidine-2,4-dione, [(III), Example 6, 10.0 g, 41.8 mmol] in methanol (105 mL) was added to a mechanically stirred suspension of oxone (51.4 g, 83.6 mmol) in water (210 mL) at 0° C. The suspension was immediately warmed to room temperature. After 3.5 h, the reaction was diluted with water (1.5 L) and the solid was filtered. The solid was washed with water and dried in vacuo to provide the title compound as a white solid (8.31 g, 73%): mp 130°-133° C.: NMR (CDCL3): δ 8.07 (s, 1H, NH), 7.98 (d, J=7.2 Hz, 2H, ArH) 7.78 (t, J=7.5 Hz, 1H, ArH), 7.67 (t, J=8.1Hz, 2H, ArH), 5.44 (s, 1H CH); MS(EI): 225 (MI, 24%), 182 (18%), 153 (12%), 110 (100%). By the procedure described in Example 15, the compounds of formula (V), Examples 16-18, were prepared from the appropriate 5-(arylsulfanyl)-thiazolidine-2,4-dione of formula (III).

後処理

  1. filtrationthe solid was filtered
  2. washThe solid was washed with water
  3. customdried in vacuo

出典と根拠

ORDレコード
ord-552f675f7974496cb3323a5e360d9cb8
出典データセット
uspto-grants-1996_11
特許番号
US05574051

反応ノート

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