Citric Acid → 4-(Isopropylamino)-2-(methylthio)pyrimidine-5-carboxylic Acid

HRID 2280744ノート

反応式

HRID 2280744 の反応式
[CH:1]([NH:4][C:5]1[C:10]([C:11]([O:13]CC)=[O:12])=[CH:9][N:8]=[C:7]([S:16][CH3:17])[N:6]=1)([CH3:3])[CH3:2].[OH-].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C(O)C>[CH:1]([NH:4][C:5]1[C:10]([C:11]([OH:13])=[O:12])=[CH:9][N:8]=[C:7]([S:16][CH3:17])[N:6]=1)([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 311Citric AcidHCID 14798Sodium HydroxideHCID 10491237Ethyl 4-(Isopropylamino)-2-(methylthio)pyrimidine-5-carboxylate

生成物 1

HCID 127840854-(Isopropylamino)-2-(methylthio)pyrimidine-5-carboxylic Acid収率 86%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

In a round-bottomed flask ethyl 4-(isopropylamino)-2-(methylthio)pyrimidine-5-carboxylate (10.97 g, 43.0 mmol) was dissolved in ethanol (150 mL) followed by the addition of aqueous sodium hydroxide solution (1M, 129 ml, 129 mmol). The resulting mixture was stirred overnight at room temperature and then the solvent was evaporated under reduced pressure. Aqueous citric acid solution (2M, 129 ml, 258 mmol) was slowly added and the resulting mixture was stirred for 0.5 h at room temperature. The suspension was filtered and the solids were washed twice with water (2×50 mL) and then dried in the vacuum oven at 45° C. overnight to afford 4-(isopropylamino)-2-(methylthio)pyrimidine-5-carboxylic acid (8.38 g, 36.9 mmol, 86% yield); MS (ESI) m/z 228.4 [M+1]+.

後処理

  1. customthe solvent was evaporated under reduced pressure
  2. stirringthe resulting mixture was stirred for 0.5 h at room temperature
  3. filtrationThe suspension was filtered
  4. washthe solids were washed twice with water (2×50 mL)
  5. customdried in the vacuum oven at 45° C. overnight

出典と根拠

ORDレコード
ord-cbe891caf7d844d2997daba2c6c2421f
出典データセット
uspto-grants-2015_09
特許番号
US09139534B2

反応ノート

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