4-Nitrobenzaldehyde → 9-(4-Nitrostyryl)acridine

HRID 1354566노트

반응식

HRID 1354566 반응식
[CH3:1][C:2]1[C:3]2[C:8]([N:9]=[C:10]3[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.[N+:16]([C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=1)([O-:18])=[O:17]>O1CCCC1.O.[Cl-].[Zn+2].[Cl-]>[N+:16]([C:19]1[CH:26]=[CH:25][C:22]([CH:23]=[CH:1][C:2]2[C:15]3[C:10]([N:9]=[C:8]4[C:3]=2[CH:4]=[CH:5][CH:6]=[CH:7]4)=[CH:11][CH:12]=[CH:13][CH:14]=3)=[CH:21][CH:20]=1)([O-:18])=[O:17]

참가 물질

6

반응물 2

HCID 5414-NitrobenzaldehydeHCID 119139-Methylacridine

생성물 1

HCID 730989559-(4-Nitrostyryl)acridine수율 35%

시약·촉매·용매 3

HCID 3007855Zincchloride촉매HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
130 °C

실험 절차

A mixture of 9-methylacridine (4.83 g, 25.0 mmol), 4-nitrobenzaldehyde (4.23 g, 31.25 mmol) and zinc chloride (5.06 g, 31.25 mmol) is heated at 130° C. for 3 hours with an oil bath. The solid recovered is heated in a solution of sodium metabisulfite in order to eliminate the excess aldehyde and the hot mixture is filtered. Precipitates obtained are dissolved in a minimum amount of tetrahydrofuran and water is added to the solution so as to obtain the product in the form of precipitates. These precipitates are recovered by filtration and dried. The product can be recrystallized from ethanol. The yield is 35%.

후처리

  1. customThe solid recovered
  2. temperatureis heated in a solution of sodium metabisulfite in order
  3. filtrationthe hot mixture is filtered
  4. customPrecipitates
  5. customobtained
  6. additionis added to the solution so as
  7. customto obtain the product in the form
  8. customof precipitates
  9. filtrationThese precipitates are recovered by filtration
  10. customdried
  11. customThe product can be recrystallized from ethanol

출처 및 근거

ORD 기록
ord-6365a65917e243f8801d5fc57c5ecc48
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07223865B2

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