4-Methoxybenzylamine → 2-Methyl-1-(4-methoxyphenylmethyl)-4H-benzo[5,6]cyclohepta[1,2-d]imidazol-4-one

HRID 324470Notes

Reaction equation

HRID 324470 reaction equation
[CH3:1][C:2]1O[C:4]2[CH:11]=[CH:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[C:7](=[O:16])[C:5]=2[N:6]=1.[CH3:17][O:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][NH2:24])=[CH:21][CH:20]=1>>[CH3:1][C:2]1[N:24]([CH2:23][C:22]2[CH:25]=[CH:26][C:19]([O:18][CH3:17])=[CH:20][CH:21]=2)[C:4]2[CH:11]=[CH:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[C:7](=[O:16])[C:5]=2[N:6]=1

Participants

3

Reactant 2

HCID 754524-MethoxybenzylamineHCID 220035762-Methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-one

Product 1

HCID 220035922-Methyl-1-(4-methoxyphenylmethyl)-4H-benzo[5,6]cyclohepta[1,2-d]imidazol-4-one

Conditions

Temperature
100 °C

Procedure

A stirred mixture of the product from step (i) (5.07 g) and 4-methoxybenzylamine (12 ml) was heated at 100° C. for 24 h. The excess 4-methoxybenzylamine was distilled off under reduced pressure. The remaining residue was purified by recrystallisation from ethyl acetate to give the subtitle product as a pale yellow powder.

Workup

  1. distillationThe excess 4-methoxybenzylamine was distilled off under reduced pressure
  2. customThe remaining residue was purified by recrystallisation from ethyl acetate

Sources & evidence

ORD record
ord-02dc34383c2e4d848995064253073101
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

Loading…