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Trifluoroacetic acid → 2-Amino-6,6-dimethylfuro[3,4-d]thiazol-4(6h)-one

HRID 78504
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 78504
[CH3:1][C:2]1([CH3:19])[C:9]2[S:8][C:7]([NH:10]C(=O)OC(C)(C)C)=[N:6][C:5]=2[C:4](=[O:18])[O:3]1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:10][C:7]1[S:8][C:9]2[C:2]([CH3:1])([CH3:19])[O:3][C:4](=[O:18])[C:5]=2[N:6]=1
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Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 86618914Tert-butyl 6,6-dimethyl-4-oxo-4,6-dihydrofuro[3,4-d]thiazol-2-ylcarbamate

Produkt 1

HCID 875189862-Amino-6,6-dimethylfuro[3,4-d]thiazol-4(6h)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of Example 249A (7.4 g, 26.0 mmol) in CH2Cl2 (20 mL) was added trifluoroacetic acid (20.0 mL, 260 mmol) slowly at 0° C. The reaction mixture was stirred at room temperature for 3 hours, and then concentrated under vacuum. The residue was diluted with ethyl acetate (100 mL) and neutralized with saturated aqueous NaHCO3 solution. The layers were separated and the aqueous phase was extracted with ethyl acetate (5×100 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated to afford the title compound. MS (ESI+) m/z 185 (M+H)+

Aufarbeitung

  1. concentrationconcentrated under vacuum
  2. additionThe residue was diluted with ethyl acetate (100 mL)
  3. customThe layers were separated
  4. extractionthe aqueous phase was extracted with ethyl acetate (5×100 mL)
  5. dry with materialThe combined organic extracts were dried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-894236621ac944e185b6475ce2bec794
Quelldatensatz
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08841334B2

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