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

HRID 709973

반응식

HRID 709973 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 32646665-Bromo-3-methyl-2-(methylthio)pyrimidin-4(3H)-one수율 97%

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
0 °C

실험 절차

A 0° C. solution of 3-methyl-2-(methylthio)pyrimidin-4(3H)-one (1.37 g, 8.77 mmol) in CHCl3 (15 mL) was treated with bromine (0.54 mL, 10.5 mmol), stirred at 0° C. for 1 h, quenched with satd. NaHCO3 (15 mL), warmed to RT slowly and stirred overnight. The mixture was extracted with DCM (3×) and the combined organics were dried over Na2SO4 and concentrated to dryness to afford 5-bromo-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (2.0 g, 97% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.24 (s, 1H), 3.45 (s, 3H), 2.55 (s, 3H); MS (ESI) m/z: 235.0 (M+H+).

후처리

  1. customquenched with satd
  2. temperatureNaHCO3 (15 mL), warmed to RT slowly
  3. stirringstirred overnight
  4. extractionThe mixture was extracted with DCM (3×)
  5. dry with materialthe combined organics were dried over Na2SO4
  6. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-2fc4467610f44508bcc4b9e27c47d407
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181223B2

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