O,O-Dipyridin-2-yl carbonothioate → 4-(2-(4-Isothiocyanatophenoxy)phenyl)-n-methylpyrimidin-2-amine

HRID 252631

Reaktionsgleichung

Reaktionsgleichung von HRID 252631
[NH2:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]2[CH:18]=[CH:17][N:16]=[C:15]([NH:19][CH3:20])[N:14]=2)=[CH:4][CH:3]=1.C1C=C(O[C:30](OC2N=CC=CC=2)=[S:31])N=CC=1>>[N:1]([C:2]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]2[CH:18]=[CH:17][N:16]=[C:15]([NH:19][CH3:20])[N:14]=2)=[CH:4][CH:3]=1)=[C:30]=[S:31]

Komponenten

3

Edukt 2

HCID 719784O,O-Dipyridin-2-yl carbonothioateHCID 585884984-(2-(4-aminophenoxy)phenyl)-N-methylpyrimidin-2-amine

Produkt 1

HCID 871830544-(2-(4-Isothiocyanatophenoxy)phenyl)-n-methylpyrimidin-2-amine

Versuchsvorschrift

To a slurry of 4-(2-(4-aminophenoxy)phenyl)-N-methylpyrimidin-2-amine (0.300 g, 1.03 mmol) in MC was added di-2-pyridyl thionocarbonate (0.227 g, 0.977 mmol). The orange reaction was allowed to stir overnight, and was then diluted with MC and washed 4×H2O. The organic layer was dried over anhyd. Na2SO4, filtered, and concentrated in vacuo to give 4-(2-(4-isothiocyanatophenoxy)phenyl)-N-methylpyrimidin-2-amine as an off-white solid. This material was used without further purification. MS m/z=335 [M+H]+. Calc'd for C18H14N4OS: 334.4.

Aufarbeitung

  1. customThe orange reaction
  2. additionwas then diluted with MC
  3. washwashed 4×H2O
  4. customThe organic layer was dried over anhyd
  5. filtrationNa2SO4, filtered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6f6fb8c374ac41e9994e3b063cf9b889
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07868177B2

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