Water → 5-phenyl-1H-pyrazin-2-one

HRID 1747776

反応式

HRID 1747776 の反応式
Cl.[NH2:2][CH2:3][C:4]([NH2:6])=[O:5].O.[OH-].[Na+].O=[C:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH:12]=O>CO.C(O)(=O)C>[C:14]1([C:11]2[N:2]=[CH:3][C:4](=[O:5])[NH:6][CH:12]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

7

反応物 4

HCID 962WaterHCID 14090PhenylglyoxalHCID 14798Sodium Hydroxide2 回HCID 2723639Glycinamide hydrochloride

生成物 1

HCID 5990375-phenyl-1H-pyrazin-2-one収率 75.6%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒3 回

反応条件

温度
-20 °C

実験手順

To a mixture of glycine amide hydrochloride (0.73 g), methanol (6.0 mL) and water (1.5 mL) were added a 12.5M aqueous sodium hydroxide solution (0.80 mL) and a solution of sodium hydroxide (0.26 g) in methanol (3.0 mL) at −30° C. Then, a solution of oxo(phenyl)acetaldehyde (1.0 g) in methanol (5.0 mL) was added, and the mixture was stirred at −20° C. for 2 hr and at room temperature for 1 hr. The reaction mixture was neutralized with acetic acid, and the resulting solid was collected by filtration and washed with water to give the title compound (0.86 g).

後処理

  1. customat −30° C
  2. filtrationthe resulting solid was collected by filtration
  3. washwashed with water

出典と根拠

ORDレコード
ord-fc80dc711ee24038b3fe02f4bade722e
出典データセット
uspto-grants-2015_10
特許番号
US09150588B2

関連ノート

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