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

HRID 279877
ノート
印刷プレビュー

反応式

HRID 279877 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒2 回HCID 702Ethanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-a831adcd33fc473cbbe22694fcff8ece
出典データセット
uspto-grants-1986_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04587256

反応ノート

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