Water → 6-chloro-3-methylpyrimidine-2,4(1H,3H)-dione

HRID 1465972

반응식

HRID 1465972 반응식
O.[CH3:2][N:3]1[C:8](=[O:9])[CH2:7][C:6](=O)[NH:5][C:4]1=[O:11].O=P(Cl)(Cl)[Cl:14]>>[Cl:14][C:6]1[NH:5][C:4](=[O:11])[N:3]([CH3:2])[C:8](=[O:9])[CH:7]=1

참가 물질

4

반응물 3

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 757221-Methyl-2,4,6(1H,3H,5H)-pyrimidinetrione

생성물 1

HCID 961416-chloro-3-methylpyrimidine-2,4(1H,3H)-dione수율 71.6%

반응 조건

온도
80 °C

실험 절차

Water (2.7 mL) is added dropwise to a suspension of 1-methylpyrimidine-2,4,6(1H,3H,5H)-trione (14.2 g, 100 mol) in POCl3 (95 mL) at 0° C. The reaction mixture is then heated at 80° C. for 5 hours. The resulting brownish solution is cooled, and POCl3 is evaporated under reduced pressure. The residue is treated with MeOH, and the obtained solid is recrystallized from ethanol to give 11.5 g product (Yield: 71.6%). m.p.=279-282° C. (dec) [Lit.2: 280-282° C.]. 1H NMR (400 MHz, DMSO-d6) δ3.10 (S, 3H), 5.90 (S, 1H), 12.4 (br, 1H).

후처리

  1. temperatureThe resulting brownish solution is cooled
  2. customPOCl3 is evaporated under reduced pressure
  3. additionThe residue is treated with MeOH
  4. customthe obtained solid is recrystallized from ethanol

출처 및 근거

ORD 기록
ord-90f3be5fd5034bcab06f57280a26cd6b
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09000001B2

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