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

HRID 557123

반응식

HRID 557123 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
57.5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2c9c8312544845c88e1ce53cde67ccbd
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058431B2

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