Benzyl Bromide → 2-benzyl-2,11-dihydro-3H-s-triazolo[3,4-b][3]benzazepin-3-one

HRID 1414723Notes

Reaction equation

HRID 1414723 reaction equation
[N:1]1[NH:2][C:3](=[O:15])[N:4]2[CH:10]=[CH:9][C:8]3[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=3[CH2:6][C:5]=12.[H-].[Na+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN(C)C=O>[CH2:18]([N:2]1[C:3](=[O:15])[N:4]2[C:5]([CH2:6][C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH:9]=[CH:10]2)=[N:1]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 130667602,11-dihydro-3H-s-triazolo[3,4-b][3]benzazepin-3-one

Product 1

HCID 130667622-benzyl-2,11-dihydro-3H-s-triazolo[3,4-b][3]benzazepin-3-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 20 parts of 2,11-dihydro-3H-s-triazolo[3,4-b][3]benzazepin-3-one in 300 volume parts of dimethylformamide is added 5.5 parts of a sodium hydride (55%) dispersion in mineral oil under stirring. To the mixture is added 13 volume parts of benzyl bromide dropwise. After stirring for 1 hour, the crystals are collected by filtration to give 2-benzyl-2,11-dihydro-3H-s-triazolo[3,4-b][3]benzazepin-3-one as crystals. Recrystallization from ethanol gives colorless plates melting at 133° - 134° C.

Workup

  1. stirringAfter stirring for 1 hour
  2. filtrationthe crystals are collected by filtration

Sources & evidence

ORD record
ord-92cafc83b87b4653aea78cd60ae62566
Source dataset
uspto-grants-1977_01
Patent number
US04002638

Reaction notes

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