Sodium Hydroxide → 2-(6-(2,4-dimethoxyphenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid

HRID 1056532

反応式

HRID 1056532 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[N:16]([CH2:17][C:18]([O:20]CC)=[O:19])[C:15](=[S:23])[NH:14][C:13](=[O:24])[CH:12]=1.[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[N:16]([CH2:17][C:18]([OH:20])=[O:19])[C:15](=[S:23])[NH:14][C:13](=[O:24])[CH:12]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 86684696Ethyl 2-(6-(2,4-dimethoxyphenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl)acetate

生成物 1

HCID 866846972-(6-(2,4-dimethoxyphenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl)acetic acid収率 99.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
35 °C

実験手順

To a solution of ethyl 2-(6-(2,4-dimethoxyphenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl)acetate (6.8 g, 20.3 mmol) in methanol (34 mL) was added 6N aqueous NaOH (16.9 mL), and the solution was stirred at 35° C. for 3 hours. The mixture was concentrated under reduced pressure, and water (100 mL) was added. The aqueous layer was washed with ethyl acetate (2×200 mL), and acidified with concentrated HCl to pH˜2. The resultant acidic aqueous solution was extracted with EtOAc (3×200 mL), and the combined organic layers were dried with sodium sulfate, and concentrated under reduced pressure to give the title compound 6.53 g (99%) as a white solid.

後処理

  1. concentrationThe mixture was concentrated under reduced pressure, and water (100 mL)
  2. additionwas added
  3. washThe aqueous layer was washed with ethyl acetate (2×200 mL)
  4. extractionThe resultant acidic aqueous solution was extracted with EtOAc (3×200 mL)
  5. dry with materialthe combined organic layers were dried with sodium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-34bea8c6f59a4f71ac8aa171e1f19abe
出典データセット
uspto-grants-2016_07
特許番号
US09399626B2

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