2-(2-Methylphenyl)imidazo[2,1-a]isoquinoline → HCID 15462240, 화합물

HRID 1871468노트

반응식

HRID 1871468 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[CH:12][N:11]2[CH:20]=1.[N:21]([O-])=O.[Na+]>C(O)(=O)C.O>[NH2:21][C:20]1[N:11]2[CH:12]=[CH:13][C:14]3[C:19]([C:10]2=[N:9][C:8]=1[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[CH3:1])=[CH:18][CH:17]=[CH:16][CH:15]=3

참가 물질

5

반응물 2

HCID 186911442-(2-Methylphenyl)imidazo[2,1-a]isoquinolineHCID 23668193Sodium Nitrite

생성물 1

HCID 15462240HCID 15462240, 화합물수율 79.4%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매2회

실험 절차

In a mixture of 30 ml of acetic acid and 6 ml of water was dissolved 2.5 g of 2-(2-methylphenyl)imidazo[2,1-a]isoquinoline with ice-cooling and stirring. A solution of 3.4 g of sodium nitrite in 12 ml of water was added portionwise to this solution and then the mixture was stirred at room temperature for 1 hour. The resulting crude crystals were collected by filtration and washing. The obtained powder was suspended in a mixture of 30 ml of acetic acid and 15 ml of water. To this suspension was added portionwise 6.3 g of zinc powder. After 1 hour, the reaction mixture was filtered, the filtrate was rendered alkaline by the addition of 28% ammonia water, and extracted with ethyl acetate. The extract was washed with water and saturated saline, and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel and recrystallized from ethyl acetate/petroleum ether to give 2.1 g of the title compound as orange needles.

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 1 hour
  3. filtrationThe resulting crude crystals were collected by filtration
  4. washwashing
  5. additionThe obtained powder was suspended in a mixture of 30 ml of acetic acid and 15 ml of water
  6. additionTo this suspension was added portionwise 6.3 g of zinc powder
  7. filtrationthe reaction mixture was filtered
  8. additionby the addition of 28% ammonia water
  9. extractionextracted with ethyl acetate
  10. washThe extract was washed with water and saturated saline
  11. dry with materialdried over anhydrous magnesium sulfate
  12. customThe drying agent was removed by filtration
  13. customthe solvent was removed under reduced pressure
  14. customThe residue was purified by column chromatography on silica gel
  15. customrecrystallized from ethyl acetate/petroleum ether

출처 및 근거

ORD 기록
ord-44a6f3b6512248089199068aaa46feb0
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06103736

반응 노트

불러오는 중…