Benzyl Bromide → HCID 178432479, compound

HRID 1582192Notes

Reaction equation

HRID 1582192 reaction equation
[CH2:1]([Br:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:9]([N:12]1[C:16]2[C:17](=[O:26])[C:18]3[C:23]([C:24](=[O:25])[C:15]=2[N:14]=[C:13]1[CH3:27])=[CH:22][CH:21]=[CH:20][CH:19]=3)([CH3:11])[CH3:10]>C(#N)C>[Br-:8].[CH2:1]([N:14]1[C:15]2[C:24](=[O:25])[C:23]3[C:18]([C:17](=[O:26])[C:16]=2[N+:12]([CH:9]([CH3:10])[CH3:11])=[C:13]1[CH3:27])=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 22719965HCID 22719965, compound

Product 1

HCID 178432479HCID 178432479, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Benzyl bromide (1.9 ml) was added to a solution of 1-isopropyl-2-methyl-4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]imidazole (0.8 g) in acetonitrile (20 ml) and the mixture was stirred under reflux for 6 hours. After cooling, the resulting precipitate was collected by filtration and washed with ethyl acetate. The obtained solid was recrystallized from methanol to give 1-benzyl-3-isopropyl-2-methyl-4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]imidazol-3-ium bromide (0.47 g) as a yellow powder.

Workup

  1. temperatureunder reflux for 6 hours
  2. temperatureAfter cooling
  3. filtrationthe resulting precipitate was collected by filtration
  4. washwashed with ethyl acetate
  5. customThe obtained solid was recrystallized from methanol

Sources & evidence

ORD record
ord-60ed822647184a9cbc9c4f0328c67104
Source dataset
uspto-grants-2004_05
Patent number
US06734203B2

Reaction notes

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