Bromine → 5-Bromo-3-methyl-2-(methylthio)pyrimidin-4(3H)-one

HRID 1993345

Reaktionsgleichung

Reaktionsgleichung von HRID 1993345
[CH3:1][N:2]1[C:7](=[O:8])[CH:6]=[CH:5][N:4]=[C:3]1[S:9][CH3:10].[Br:11]Br>C(Cl)(Cl)Cl>[Br:11][C:6]1[C:7](=[O:8])[N:2]([CH3:1])[C:3]([S:9][CH3:10])=[N:4][CH:5]=1

Komponenten

4

Edukt 2

HCID 24408BromineHCID 1387273-Methyl-2-(methylthio)-4(3H)-pyrimidinone

Produkt 1

HCID 32646665-Bromo-3-methyl-2-(methylthio)pyrimidin-4(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

3-Methyl-2-methylthio-3H-pyrimidin-4-one (Step 2, 3.31 g, 21.2 mmol) was dissolved in CHCl3 (50 mL) and cooled to 0° C. under Ar. Br2 (1.25 mL, 25.4 mmol) was added via syringe, and the reaction was stirred at 0° C. for 35 min, at which time TLC analysis indicated complete consumption of starting material. The reaction was quenched with 40 mL saturated NaHCO3, warmed to RT, and stirred overnight. The reaction was extracted with CH2Cl2 (3×25 mL), and the organic extracts were combined, dried over Na2SO4, filtered, and concentrated to give the title compound, which did not require further purification. MS (ESI pos. ion) m/z: 236. Calc'd for C6H7BrN2OS: 233.95.

Aufarbeitung

  1. customconsumption of starting material
  2. customThe reaction was quenched with 40 mL saturated NaHCO3
  3. temperaturewarmed to RT
  4. stirringstirred overnight
  5. extractionThe reaction was extracted with CH2Cl2 (3×25 mL)
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-282f4e6c7edd441e8a0958f1a23ec8c7
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07652009B2

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