1-Methylimidazole → HCID 178464384, compound

HRID 1983966Notes

Reaction equation

HRID 1983966 reaction equation
[Br:1][CH2:2][CH2:3][N:4]([CH2:29][CH3:30])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:20](=[O:21])[C:19]3[CH:22]=[CH:23][C:24]([N+:25]([O-:27])=[O:26])=[C:17]4[C:18]=3[C:13](=[CH:14][CH:15]=[CH:16]4)[C:12]2=[O:28])=[CH:7][CH:6]=1.[CH3:31][N:32]1[CH:36]=[CH:35][N:34]=[CH:33]1>C(#N)C>[Br-:1].[CH2:29]([N:4]([CH2:3][CH2:2][N+:34]1[CH:35]=[CH:36][N:32]([CH3:31])[CH:33]=1)[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:20](=[O:21])[C:19]3[CH:22]=[CH:23][C:24]([N+:25]([O-:27])=[O:26])=[C:17]4[C:18]=3[C:13](=[CH:14][CH:15]=[CH:16]4)[C:12]2=[O:28])=[CH:7][CH:6]=1)[CH3:30]

Participants

4

Reactant 2

HCID 13901-MethylimidazoleHCID 866134072-{4-[(2-bromoethyl)(ethyl)amino]phenyl}-6-nitro-1H-benzo[de]isoquinolin-1,3-(2H)-dione

Product 1

HCID 178464384HCID 178464384, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.5 g (1.07 mmol) of 2-{4-[(2-bromoethyl)(ethyl)amino]phenyl}-6-nitro-1H-benzo[de]isoquinolin-1,3-(2H)-dione was dissolved in 40 mL of acetonitrile. After the addition of 0.44 g (5.35 mmol) of N-methylimidazole, the mixture was stirred for 2 hours at reflux. Following removal of the solvent under vacuum, the precipitate was filtered off, washed with ethyl acetate and dried. Yield: 0.32 g (54% of the theoretical), red-brown powder. UV/Vis (DMSO): λmax: 409, 520 nm

Workup

  1. temperatureat reflux
  2. customremoval of the solvent under vacuum
  3. filtrationthe precipitate was filtered off
  4. washwashed with ethyl acetate
  5. customdried

Sources & evidence

ORD record
ord-f0d03f6b170146beaf22688c09e54163
Source dataset
uspto-grants-2009_06
Patent number
US07544215B2

Reaction notes

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