4-Chlorobenzamidine → 2-(4-Chloro-phenyl)-5-methyl-3H-pyrimidin-4-one

HRID 2170801

反応式

HRID 2170801 の反応式
[Na].[Cl:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:9])=[NH:8])=[CH:5][CH:4]=1.C([O:14][C:15](=O)[CH:16]([CH3:19])[CH:17]=O)C>C(O)C>[Cl:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]2[NH:9][C:15](=[O:14])[C:16]([CH3:19])=[CH:17][N:8]=2)=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 2034374-ChlorobenzamidineHCID 5360545SodiumHCID 10898741Ethyl 2-Formylpropionate

生成物 1

HCID 599066112-(4-Chloro-phenyl)-5-methyl-3H-pyrimidin-4-one収率 52%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium metal (276 mg, 12 mmol) was added portion wise to ethanol (15 ml) under a nitrogen atmosphere and the mixture allowed to stir at room temperature for 30 minutes until the reaction became homogeneous. 4-Chloro-benzamidine (hydroiodide salt) (1.41 g, 5 mmol) was then added in one portion and the reaction stirred at room temperature for a further 60 minutes. 2-Methyl-3-oxo-propionic acid ethyl ester (716 mg, 5.5 mmol) was finally added drop wise. The reaction was left to stir at room temperature overnight before quenching the reaction slowly with 2M Hydrochloric acid until reaction pH measured pH 1. The resulting precipitate was filtered and air dried, to give 2-(4-Chloro-phenyl)-5-methyl-3H-pyrimidin-4-one as a white solid (570 mg, 2.58 mmol, 52% yield).

後処理

  1. stirringthe reaction stirred at room temperature for a further 60 minutes
  2. waitThe reaction was left
  3. stirringto stir at room temperature overnight
  4. custombefore quenching
  5. customthe reaction slowly with 2M Hydrochloric acid
  6. customuntil reaction pH measured pH 1
  7. filtrationThe resulting precipitate was filtered
  8. customair dried

出典と根拠

ORDレコード
ord-03928676cd9942beab34293893f99084
出典データセット
uspto-grants-2015_06
特許番号
US09051300B2

関連ノート

読み込み中…