O,O-Dipyridin-2-yl carbonothioate → HCID 87182869, Verbindung

HRID 252655

Reaktionsgleichung

Reaktionsgleichung von HRID 252655
[CH3:1][S:2][C:3]1[N:8]=[C:7]([C:9]2[C:10]([O:15][C:16]3[CH:17]=[CH:18][C:19]([NH2:22])=[N:20][CH:21]=3)=[N:11][CH:12]=[CH:13][CH:14]=2)[CH:6]=[CH:5][N:4]=1.C1C=C(O[C:30](OC2N=CC=CC=2)=[S:31])N=CC=1>C(Cl)Cl>[N:22]([C:19]1[N:20]=[CH:21][C:16]([O:15][C:10]2[C:9]([C:7]3[CH:6]=[CH:5][N:4]=[C:3]([S:2][CH3:1])[N:8]=3)=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:17][CH:18]=1)=[C:30]=[S:31]

Komponenten

4

Edukt 2

HCID 719784O,O-Dipyridin-2-yl carbonothioateHCID 668627075-(3-(2-(Methylthio)pyrimidin-4-yl)pyridin-2-yloxy)pyridin-2-amine

Produkt 1

HCID 87182869HCID 87182869, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a mixture of 5-(3-(2-(methylthio)pyrimidin-4-yl)pyridin-2-yloxy)pyridin-2-amine (0.170 g, 0.546 mmol) in DCM was added di-2-pyridyl thionocarbonate (0.133 g, 0.573 mmol). The reaction was allowed to stir overnight. After 16 h, the reaction was washed 4× with water, then transferred to a separatory funnel and diluted with DCM. The organic layer was washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to give 4-(2-(6-isothiocyanatopyridin-3-yloxy)pyridin-3-yl)-2-(methylthio)pyrimidine. MS m/z=354 [M+H]+. Calc'd for C16H11N5OS2: 353.4.

Aufarbeitung

  1. waitAfter 16 h
  2. washthe reaction was washed 4× with water
  3. customtransferred to a separatory funnel
  4. additiondiluted with DCM
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9afbacac2bde423297e73518ecc57ec3
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07868177B2

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