4-Chloro-3-nitroquinoline hydrochloride → N1-{6-[(3-nitroquinolin-4-yl)amino]hexyl}benzamide

HRID 353843

Reaction equation

HRID 353843 reaction equation
Cl.Cl[C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[CH:5][C:4]=1[N+:13]([O-:15])=[O:14].[NH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][NH:23][C:24](=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[N+:13]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:3]=1[NH:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][NH:23][C:24](=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-:15])=[O:14]

Participants

3

Reactant 2

HCID 224789924-Chloro-3-nitroquinoline hydrochlorideHCID 23512662N-(6-aminohexyl)benzamide

Product 1

HCID 23512696N1-{6-[(3-nitroquinolin-4-yl)amino]hexyl}benzamide

Procedure

Using the general method of Example 9 Part B, 4-chloro-3-nitroquinoline hydrochloride (10 g, 41 mmol) was reacted with N-(6-aminohexyl)benzamide to provide 12.85 g of N1-{6-[(3-nitroquinolin-4-yl)amino]hexyl}benzamide as a yellow crystalline solid.

Sources & evidence

ORD record
ord-4b7f28ae4ea64ab7b6389da8da74030b
Source dataset
uspto-grants-2004_06
Patent number
US06756382B2

Linked notes

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