1H-Imidazole-1-propanamine → 2-(3-imidazol-1-ylpropylamino)-N,N-dimethylbenzo[cd]indole-6-sulfonamide

HRID 568495Notes

Reaction equation

HRID 568495 reaction equation
[CH3:1][N:2]([CH3:19])[S:3]([C:6]1[C:7]2[C:8]3[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=S)[C:9]=3[CH:16]=[CH:17][CH:18]=2)(=[O:5])=[O:4].[N:20]1([CH2:25][CH2:26][CH2:27][NH2:28])[CH:24]=[CH:23][N:22]=[CH:21]1>C(O)C>[N:20]1([CH2:25][CH2:26][CH2:27][NH:28][C:10]2[C:9]3[CH:16]=[CH:17][CH:18]=[C:7]4[C:8]=3[C:12](=[CH:13][CH:14]=[C:6]4[S:3]([N:2]([CH3:19])[CH3:1])(=[O:5])=[O:4])[N:11]=2)[CH:24]=[CH:23][N:22]=[CH:21]1

Participants

4

Reactant 2

HCID 787361H-Imidazole-1-propanamineHCID 199146071,2-dihydro-N,N-dimethyl-2-thioxobenz(cd)indole-6-sulfonamide

Product 1

HCID 1784861282-(3-imidazol-1-ylpropylamino)-N,N-dimethylbenzo[cd]indole-6-sulfonamideYield 41.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture 5 g of 1,2-dihydro-N,N-dimethyl-2-thioxobenz[cd]indole-6-sulfonamide, 2.3 g of 3-(1H-imidazol-1-yl)propanamine, 100 ml of ethanol and 5.4 g of mercuric acetate was reacted as described in Example 1, giving 2.7 g of the desired product, mp 199°-201° C.

Sources & evidence

ORD record
ord-a6d88a60759844b4b026e6e315e6273a
Source dataset
uspto-grants-1988_03
Patent number
US04728663

Reaction notes

Loading…