Thiophosgene → 5-Isothiocyanato-4,6-dimethoxy-2-methylpyrimidine

HRID 1398865ノート

反応式

HRID 1398865 の反応式
[C:1](Cl)(Cl)=[S:2].[CH3:5][O:6][C:7]1[C:12]([NH2:13])=[C:11]([O:14][CH3:15])[N:10]=[C:9]([CH3:16])[N:8]=1>O1CCCC1.C(=O)([O-])O.[Na+]>[N:13]([C:12]1[C:7]([O:6][CH3:5])=[N:8][C:9]([CH3:16])=[N:10][C:11]=1[O:14][CH3:15])=[C:1]=[S:2]

参加物

5

反応物 2

HCID 10040ThiophosgeneHCID 212392004,6-Dimethoxy-2-methylpyrimidin-5-amine

生成物 1

HCID 866328895-Isothiocyanato-4,6-dimethoxy-2-methylpyrimidine収率 70%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 516892Sodium Bicarbonate溶媒2 回

反応条件

温度
0 °C

実験手順

Thiophosgene (7.7 mL, 101 mmol) was added dropwise to a stirred mixture of 4,6-dimethoxy-2-methylpyrimidin-5-amine (14.2 g, 84.3 mmol) in tetrahydrofuran, (110 mL) and saturated aqueous sodium hydrogen carbonate (110 mL) at 0° C., and the mixture was stirred at 0° C. for 1 hr. The mixture was diluted with saturated aqueous sodium hydrogen carbonate, and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was washed with n-hexane to give the title compound as a brown powder (12.5 g, 59.0 mmol, 70%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. washThe residue was washed with n-hexane

出典と根拠

ORDレコード
ord-4ba0f8e475924a3dbd0594247fad44bf
出典データセット
uspto-grants-2014_12
特許番号
US08901141B2

反応ノート

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