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Chloroform → (+/-)-6-Fluoro-8-amino-2,3-dihydrospiro[4H-1-benzopyran-4,5'-thiazolidine]-2',4'-dione

HRID 279877
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HRID 279877 반응식
[F:1][C:2]1[CH:3]=[C:4]([N+:18]([O-])=O)[C:5]2[O:17][CH2:16][CH2:15][C:8]3([S:12][C:11](=[O:13])[NH:10][C:9]3=[O:14])[C:6]=2[CH:7]=1.C(Cl)(Cl)Cl>C(O)C.[Pt]=O>[F:1][C:2]1[CH:3]=[C:4]([NH2:18])[C:5]2[O:17][CH2:16][CH2:15][C:8]3([S:12][C:11](=[O:13])[NH:10][C:9]3=[O:14])[C:6]=2[CH:7]=1
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참가 물질

5

반응물 2

HCID 6212ChloroformHCID 13998517(+/-)-6-fluoro-8-nitro-2,3-dihydrospiro[4H-1-benzopyran-4,5'-thiazolidine]-2',4'-dione

생성물 1

HCID 13998518(+/-)-6-Fluoro-8-amino-2,3-dihydrospiro[4H-1-benzopyran-4,5'-thiazolidine]-2',4'-dione

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매2회HCID 702Ethanol용매

실험 절차

755 mg of (±)-6-fluoro-8-nitro-2,3-dihydrospiro[4H-1-benzopyran-4,5'-thiazolidine]-2',4'-dione were hydrogenated at room temperature and normal pressure in the presence of 50 mg of platinum oxide in 50 ml of ethanol. An additional 100 mg of platinum oxide were added after 30 minutes. After 2.5 hours under hydrogen, some chloroform was added, the catalyst was filtered, the filtrate was concentrated and the residue was chromatographed on silica gel 60 with chloroform/methanol (19:1). (±)-6-Fluoro-8-amino-2,3-dihydrospiro[4H-1-benzopyran-4,5'-thiazolidine]-2',4'-dione was obtained in the form of a yellowish foam. The IR spectrum showed amine bands at 3383, 3202 and 2766 cm-1, in the mass spectrum the molecular ion appeared as a basic peak (m/e=268).

후처리

  1. customwere hydrogenated at room temperature
  2. filtrationthe catalyst was filtered
  3. concentrationthe filtrate was concentrated
  4. customthe residue was chromatographed on silica gel 60 with chloroform/methanol (19:1)

출처 및 근거

ORD 기록
ord-a831adcd33fc473cbbe22694fcff8ece
출처 데이터셋
uspto-grants-1986_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04587256

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