3-(1H-Imidazol-1-yl)butan-1-amine → 6-bromo-N-(3-imidazol-1-ylbutyl)benzo[cd]indol-2-amine

HRID 568494Notes

Reaction equation

HRID 568494 reaction equation
[Br:1][C:2]1[C:3]2[C:4]3[C:8](=[CH:9][CH:10]=1)[N:7]=[C:6](S)[C:5]=3[CH:12]=[CH:13][CH:14]=2.[N:15]1([CH:20]([CH3:24])[CH2:21][CH2:22][NH2:23])[CH:19]=[CH:18][N:17]=[CH:16]1>O1CCOCC1>[Br:1][C:2]1[C:3]2[C:4]3[C:8](=[CH:9][CH:10]=1)[N:7]=[C:6]([NH:23][CH2:22][CH2:21][CH:20]([N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1)[CH3:24])[C:5]=3[CH:12]=[CH:13][CH:14]=2

Participants

4

Reactant 2

HCID 139528623-(1H-Imidazol-1-yl)butan-1-amineHCID 178527759HCID 178527759, compound

Product 1

HCID 1784488316-bromo-N-(3-imidazol-1-ylbutyl)benzo[cd]indol-2-amineYield 41.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 5.2 g of 6-bromo-benz[cd]indole-2-thiol, 2.8 g of 3-(1H-imidazol-1-yl)butanamine, 6.6 g of mercuric acetate and 100 ml of dry p-dioxane was reacted as described in Example 1, giving 3.0 g of the desired product, mp 240°-241° C.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-bb3dad1699d04907803579142e48da58
Source dataset
uspto-grants-1988_03
Patent number
US04728663

Reaction notes

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