6-Methoxy-8-quinolinamine → N-(6-methoxyquinolin-8-yl)-2-nitrobenzenesulfonamide

HRID 513508Notes

Reaction equation

HRID 513508 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([NH2:13])[CH:12]=1)[N:9]=[CH:8][CH:7]=[CH:6]2.[N+:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23](Cl)(=[O:25])=[O:24])([O-:16])=[O:15]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([NH:13][S:23]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[N+:14]([O-:16])=[O:15])(=[O:24])=[O:25])[CH:12]=1)[N:9]=[CH:8][CH:7]=[CH:6]2

Participants

3

Reactant 2

HCID 70236-Methoxy-8-quinolinamine2×HCID 155402-Nitrobenzenesulfonyl chloride

Product 1

HCID 68183106N-(6-methoxyquinolin-8-yl)-2-nitrobenzenesulfonamideYield 64%

Procedure

In a similar fashion using route 14 general procedure 26, 6-methoxyquinolin-8-amine (Intermediate 23) (350 mg, 2.01 mmol) and 2-nitrobenzenesulfonyl chloride (533 mg, 2.41 mmol) gave the title compound (460 mg, 64%).

Sources & evidence

ORD record
ord-4f00080e3b614a2e8434d64c55468c4f
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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