Water → HCID 178518202、化合物

HRID 271396

反応式

HRID 271396 の反応式
[Na].[C:2]1([CH:8]([C:12]([NH2:14])=[O:13])[C:9]([NH2:11])=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:15](OCC)=O.O>C(O)C>[C:2]1([C:8]2[C:12]([OH:13])=[N:14][CH:15]=[N:11][C:9]=2[OH:10])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 8025Ethyl formateHCID 27475362-PhenylmalonamideHCID 5360545Sodium

生成物 1

HCID 178518202HCID 178518202、化合物収率 69.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

Sodium metal (0.92 g, 40 mmol) was dissolved by stirring in ethanol (30 mL) at room temperature under argon over 40 min. To the resulting solution at room temperature was added 2-phenylmalonamide (3.56 g, 20 mmol) and ethyl formate (1.9 mL, 24 mmol). The resulting suspension was heated at 50° C. under argon 16 h. After cooling the reaction mixture to room temperature, water (100 mL) was added and the mixture was stirred for 1 h. Solid was removed by filtration. The filtrate was acidified to pH˜4 with 1 M aqueous HCl. The resulting precipitate was collected by filtration and further washed with water (20 mL×2), then Et2O (10 mL×2). After drying under vacuum for 3 h, the title compound (2.6 g) was obtained as a light yellow solid. HPLC/MS: retention time=0.76 min, [M+H]+=189.

後処理

  1. temperatureAfter cooling the reaction mixture to room temperature
  2. customSolid was removed by filtration
  3. filtrationThe resulting precipitate was collected by filtration
  4. washfurther washed with water (20 mL×2)
  5. customAfter drying under vacuum for 3 h

出典と根拠

ORDレコード
ord-688288197ef7443e83e0b009843faba2
出典データセット
uspto-grants-2008_11
特許番号
US07452892B2

関連ノート

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