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

HRID 81404

反応式

HRID 81404 の反応式
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

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-d3955cc8c29f40d59f4c2cac3cea71e8
出典データセット
uspto-grants-2014_09
特許番号
US08846693B2

関連ノート

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