Thionyl Chloride → 2-(3-Dimethylamino-butyl)-1-phenyl-1H-quinazolin-4-one

HRID 557123

反応式

HRID 557123 の反応式
[CH3:1][N:2]([CH:4]([CH2:8][CH2:9][CH3:10])[C:5](O)=O)[CH3:3].S(Cl)(Cl)=O.[C:15]1([NH:21][C:22]2[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=2[C:24]([NH2:26])=[O:25])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>ClC(Cl)Cl>[CH3:1][N:2]([CH3:3])[CH:4]([CH3:5])[CH2:8][CH2:9][C:10]1[N:21]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:22]2[C:23]([C:24](=[O:25])[N:26]=1)=[CH:27][CH:28]=[CH:29][CH:30]=2

参加物

5

反応物 3

HCID 24386Thionyl ChlorideHCID 964552-(Phenylamino)BenzamideHCID 178834622-(Dimethylamino)pentanoic acid

生成物 1

HCID 669916512-(3-Dimethylamino-butyl)-1-phenyl-1H-quinazolin-4-one

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
57.5 °C

実験手順

3.80 g (20.9 mmol) dimethylamino-pentanoic acid were added to 25 ml thionyl chloride and stirred for 90 min. at 55-60° C. The remaining thionyl chloride was distilled in vacuum and the residue was added to a solution of 2.00 g (9.42 mmol) 2-phenylamino-benzamide (see above) in 30 ml trichloromethane at 0° C. The reaction mixture was boiled for 4 h and stirred overnight at room temperature. The residue was filtrated and dissolved in dichloromethane and saturated sodium bicarbonate solution. The organic solvent was dried over magnesium sulfate and evaporated. The yellow oil slowly crystallized.

後処理

  1. distillationThe remaining thionyl chloride was distilled in vacuum
  2. waitThe reaction mixture was boiled for 4 h
  3. stirringstirred overnight at room temperature
  4. filtrationThe residue was filtrated
  5. dissolutiondissolved in dichloromethane
  6. dry with materialThe organic solvent was dried over magnesium sulfate
  7. customevaporated
  8. customThe yellow oil slowly crystallized

出典と根拠

ORDレコード
ord-2c9c8312544845c88e1ce53cde67ccbd
出典データセット
uspto-grants-2011_11
特許番号
US08058431B2

関連ノート

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