1H-Imidazole-1-propanamine → 6,8-dichloro-N-(3-imidazol-1-ylpropyl)benzo[cd]indol-2-amine

HRID 568499Notes

Reaction equation

HRID 568499 reaction equation
[Cl:1][C:2]1[C:3]2[C:4]3[C:8](=[C:9]([Cl:11])[CH:10]=1)[N:7]=[C:6](S)[C:5]=3[CH:13]=[CH:14][CH:15]=2.[N:16]1([CH2:21][CH2:22][CH2:23][NH2:24])[CH:20]=[CH:19][N:18]=[CH:17]1>CN(C)C=O>[Cl:1][C:2]1[C:3]2[C:4]3[C:8](=[C:9]([Cl:11])[CH:10]=1)[N:7]=[C:6]([NH:24][CH2:23][CH2:22][CH2:21][N:16]1[CH:20]=[CH:19][N:18]=[CH:17]1)[C:5]=3[CH:13]=[CH:14][CH:15]=2

Participants

4

Reactant 2

HCID 787361H-Imidazole-1-propanamineHCID 178527805HCID 178527805, compound

Product 1

HCID 1784781746,8-dichloro-N-(3-imidazol-1-ylpropyl)benzo[cd]indol-2-amineYield 43.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 5.0 g of 6,8-dichloro-benz[cd]indole-2-thiol, 35 ml of dimethylformamide, 2.6 g of 3-(1H-imidazol-yl)propanamine and 6.3 g of mercuric acetate was reacted as described in Example 1, giving 2.95 g of the desired product, mp 182°-183° C.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-894f03992644433380b4a35ecbc244c8
Source dataset
uspto-grants-1988_03
Patent number
US04728663

Reaction notes

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