Water → 6-(4-Nitrobenzoyl)-2,3-dimethyl-3,4,5,6-tetrahydroimidazo[4,5-d][1]benzazepine

HRID 1353

반응식

HRID 1353 반응식
[H-].[Na+].[N+:3]([C:6]1[CH:28]=[CH:27][C:9]([C:10]([N:12]2[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[C:16]3[NH:23][C:24]([CH3:26])=[N:25][C:15]=3[CH2:14][CH2:13]2)=[O:11])=[CH:8][CH:7]=1)([O-:5])=[O:4].[CH3:29]I.O>CN(C)C=O.C(Cl)(Cl)Cl>[N+:3]([C:6]1[CH:7]=[CH:8][C:9]([C:10]([N:12]2[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[C:16]3[N:23]=[C:24]([CH3:26])[N:25]([CH3:29])[C:15]=3[CH2:14][CH2:13]2)=[O:11])=[CH:27][CH:28]=1)([O-:5])=[O:4]

참가 물질

7

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178418238HCID 178418238, 화합물

생성물 1

HCID 699555616-(4-Nitrobenzoyl)-2,3-dimethyl-3,4,5,6-tetrahydroimidazo[4,5-d][1]benzazepine

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6228Dimethylformamide용매2회

실험 절차

In a stream of argon, 144 mg of 60% sodium hydride was suspended in a small volume of N,N-dimethylformamide to which, with cooling on an ice bath, was then added dropwise a solution prepared by dissolving 500 mg of 6-(4-nitrobenzoyl)-2-methyl-1,4,5,6-tetrahydroimidazo[4,5-d][1]benzazepine in 20 ml of N,N-dimethylformamide. After 1 hour of stirring at room temperature, the reaction solution was mixed with 0.11 ml of methyl iodide and stirred for 24 hours at room temperature. The reaction solution was mixed with water and chloroform, and the resulting organic layer was separated, washed with a saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate. After removing the solvent by distillation under a reduced pressure, the thus obtained residue was subjected to silica gel column chromatography to obtain 351 mg of 6-(4-nitrobenzoyl)-2,3-dimethyl-3,4,5,6-tetrahydroimidazo[4,5-d][1]benzazepine from the chloroform-methyl alcohol (30:1) eluate.

후처리

  1. temperaturewith cooling on an ice bath
  2. additionwas then added dropwise a solution
  3. customprepared
  4. stirringstirred for 24 hours at room temperature
  5. customthe resulting organic layer was separated
  6. washwashed with a saturated sodium chloride aqueous solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customAfter removing the solvent
  9. distillationby distillation under a reduced pressure

출처 및 근거

ORD 기록
ord-a3bb18217e0f4155870b6f9c59379a87
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723606

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