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

HRID 1899877노트

반응식

HRID 1899877 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): 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).

후처리

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

출처 및 근거

ORD 기록
ord-552f675f7974496cb3323a5e360d9cb8
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05574051

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