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Chlorine → Methyl 2-(1-t-butoxycarbonyl-1-difluoromethylthiomethylene)-1,3-dithietane-4-carboxylate

HRID 371123
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HRID 371123 반응식
[C:1]([O:5][C:6]([CH:8]=[C:9]1[S:12][CH:11]([C:13]([O:15][CH3:16])=[O:14])[S:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:17][CH:18]([F:21])[S:19]Cl.C(SC(F)F)C1C=CC=CC=1.ClCl>ClCCl.N1C=CC=CC=1>[C:1]([O:5][C:6]([C:8](=[C:9]1[S:12][CH:11]([C:13]([O:15][CH3:16])=[O:14])[S:10]1)[S:19][CH:18]([F:21])[F:17])=[O:7])([CH3:3])([CH3:4])[CH3:2]
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참가 물질

7

반응물 4

HCID 24526ChlorineHCID 11557371(((Difluoromethyl)sulfanyl)methyl)benzeneHCID 20274244Methyl 2-(t-butoxycarbonylmethylene)-1,3-dithietane-4-carboxylateHCID 22618524(Chlorosulfanyl)(difluoro)methane

생성물 1

HCID 86740197Methyl 2-(1-t-butoxycarbonyl-1-difluoromethylthiomethylene)-1,3-dithietane-4-carboxylate

시약·촉매·용매 2

HCID 1049
Pyridine
용매
HCID 6344Dichloromethane용매

실험 절차

Methyl 2-(t-butoxycarbonylmethylene)-1,3-dithietane-4-carboxylate (1.05 g) is reacted with difluoromethylsulphenyl chloride, which was synthesized from difluoromethyl benzyl thioether (1.74 g) and chlorine, in dichloromethane (5 ml) at room temperature in the presence of pyridine (0.65 ml) until no starting carboxylate is detected in the reaction mixture. The mixture is then washed with a 5% sodium thiosulfate solution and 10% HCl, dried, and concentrated in vacuo to give methyl 2-(1-t-butoxycarbonyl-1-difluoromethylthiomethylene)-1,3-dithietane-4-carboxylate.

후처리

  1. washThe mixture is then washed with a 5% sodium thiosulfate solution and 10% HCl
  2. customdried
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-31a07c12f9844761944a56a0f0e8587e
출처 데이터셋
uspto-grants-1985_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04529721

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