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Formaldehyde → 1-isopropyl-7-methyl-4-(m-methoxyphenyl)-2(1H)-quinazolinone

HRID 461771
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HRID 461771 반응식
[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH3:14])[CH:12]=2)[CH:7]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=2)[NH:6][C:5]1=[O:23])([CH3:3])[CH3:2].[Mn]([O-])(=O)(=O)=O.[K+].C=O>O1CCOCC1.O.C1C=CC=CC=1>[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH3:14])[CH:12]=2)[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=2)=[N:6][C:5]1=[O:23])([CH3:2])[CH3:3]
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참가 물질

7

반응물 3

HCID 712FormaldehydeHCID 516875Potassium PermanganateHCID 203719553,4-dihydro-1-isopropyl-4-(3-methoxyphenyl)-7-methyl-2(1H)-quinazolinone

생성물 1

HCID 46200211-isopropyl-7-methyl-4-(m-methoxyphenyl)-2(1H)-quinazolinone

시약·촉매·용매 3

HCID 241Benzene용매HCID 962
Water
용매
2회
HCID 312751,4-Dioxane용매

실험 절차

1.555 g of 3,4-dihydro-1-isopropyl-4-(3-methoxyphenyl)-7-methyl-2(1H)-quinazolinone in 40 ml of p-dioxane is charged to a vessel having a dropping funnel, agitation means and thermometer. The charged vessel is cooled in a water bath (running water at 14°); a solution of 0.88 g of potassium permanganate in 20 ml of water is placed in the dropping funnel, which is then added dropwise to the vessel with stirring during which temperatures range from 15° to 18° C). The reaction mixture is then allowed to rise to room temperature (26°), at which it is stirred for 2 hr. 20 min.; 0.38 ml of aqueous formaldehyde (37%) is then added, and the mixture stirred for 10 minutes. The mixture is then filtered through celite (diatomaceous earth), and the filtrate retained. The filter cake is then washed with 75 ml of water/p-dioxane (20:15), the washings and filtrate are combined, extracted four times with 20 ml portions methylenechloride. The combined extracts are then evaporated to dryness to obtain a residue which is taken up in 100 ml benzene, 100 ml of petroleum ether added thereto, the solution filtered through 0.5 g of charcoal, (at room temperature) and then evaporated to dryness to obtain 1-isopropyl-4-(3-methoxyphenyl)-7-methyl-2(1H)-quinazolinone.

후처리

  1. additionis then added dropwise to the vessel
  2. customrange from 15° to 18° C
  3. customto rise to room temperature
  4. custom(26°)
  5. stirringat which it is stirred for 2 hr
  6. custom20 min.
  7. stirringthe mixture stirred for 10 minutes
  8. filtrationThe mixture is then filtered through celite (diatomaceous earth)
  9. washThe filter cake is then washed with 75 ml of water/p-dioxane (20:15)
  10. extractionextracted four times with 20 ml portions methylenechloride
  11. customThe combined extracts are then evaporated to dryness
  12. customto obtain a residue which
  13. filtrationthe solution filtered through 0.5 g of charcoal, (at room temperature)
  14. customevaporated to dryness

출처 및 근거

ORD 기록
ord-d9df35518ecc4b3fafb8736d58821034
출처 데이터셋
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04064246

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