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

HRID 1451816노트

반응식

HRID 1451816 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매2회

실험 절차

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): δ8.07 (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=8.1 Hz, 2H, ArH), 5.44 (s, 1H CH); MS(EI): 225 (MI, 24%), 182 (18%), 153 (12%), 110 (100%).

후처리

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

출처 및 근거

ORD 기록
ord-33404c03a5154e36984dc89f8a075a6c
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05605918

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