Benzene → 3-Chloro-1-imidazol-1-yl-4-phenylisoquinoline

HRID 1657584Notes

Reaction equation

HRID 1657584 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:4]([Cl:18])[N:3]=1.[NH:19]1[CH:23]=[CH:22][N:21]=[CH:20]1.N1C=CC=CC=1.C1C=CC=CC=1>O>[Cl:18][C:4]1[N:3]=[C:2]([N:19]2[CH:23]=[CH:22][N:21]=[CH:20]2)[C:11]2[C:6]([C:5]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[CH:7][CH:8]=[CH:9][CH:10]=2

Participants

6

Reactant 4

HCID 241BenzeneHCID 795ImidazoleHCID 1049PyridineHCID 21534896HCID 21534896, compound

Product 1

HCID 1939953-Chloro-1-imidazol-1-yl-4-phenylisoquinoline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.74 g (10 mmoles) of 1,3-dichloro-4-phenylisoquinoline, 1.02 g (15 mmoles) of imidazole and 5 ml of pyridine were heated for 8 hours under reflux and, after cooling, distributed between benzene and water. The residue which remained behind after evaporation of the organic phase was chromagtographed on silica-gel. As solvent, a mixture of chloroform and methanol 95:5 was found to be suitable.

Workup

  1. temperatureunder reflux
  2. temperatureafter cooling
  3. customafter evaporation of the organic phase
  4. additionAs solvent, a mixture of chloroform and methanol 95:5

Sources & evidence

ORD record
ord-9b6931c495cf4c88913a14130231ce1b
Source dataset
uspto-grants-1976_06
Patent number
US03961062

Reaction notes

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