Ammonia hydroxide → 6-Chloro-2-isopropenyl-3H-quinazolin-4-one

HRID 555258노트

반응식

HRID 555258 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][C:12](=O)[C:13]([CH3:15])=[CH2:14])=[C:6]([CH:10]=1)[C:7]([NH2:9])=[O:8].[OH-].N>CCO>[Cl:1][C:2]1[CH:10]=[C:6]2[C:5](=[CH:4][CH:3]=1)[N:11]=[C:12]([C:13]([CH3:15])=[CH2:14])[NH:9][C:7]2=[O:8]

참가 물질

4

반응물 2

HCID 21862953Ammonia hydroxideHCID 589496945-Chloro-2-(2-methyl-acryloylamino)-benzamide

생성물 1

HCID 1358145016-Chloro-2-isopropenyl-3H-quinazolin-4-one

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

5-Chloro-2-(2-methyl-acryloylamino)-benzamide (1.5 mmoL) in EtOH (10 mL) was treated with ammonia hydroxide (˜3.0 mmoL) at 80° C. for 4 h. The reaction was then cooled down and the solvent was removed. The reaction mixture was then partitioned between DCM and water. The organic layer was washed with sat. NH4Cl, brine, dried over anhydrous Na2SO4, filtered, concentrated and purified by silica gel column chromatography to afford the title compound as a white solid.

후처리

  1. temperatureThe reaction was then cooled down
  2. customthe solvent was removed
  3. customThe reaction mixture was then partitioned between DCM and water
  4. washThe organic layer was washed with sat. NH4Cl, brine
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. custompurified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-17d31de3cfe84c03a5e1894424813b1b
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08053441B2

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