2-Nitrobenzenesulfonyl chloride → N-(5-methylquinolin-8-yl)-2-nitrobenzenesulfonamide

HRID 513516Notes

Reaction equation

HRID 513516 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]([NH2:12])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[N+:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[S:22](Cl)(=[O:24])=[O:23])([O-:15])=[O:14]>>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]([NH:12][S:22]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[N+:13]([O-:15])=[O:14])(=[O:23])=[O:24])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

Participants

3

Reactant 2

HCID 155402-Nitrobenzenesulfonyl chlorideHCID 128466255-Methylquinolin-8-amine2×

Product 1

HCID 68183358N-(5-methylquinolin-8-yl)-2-nitrobenzenesulfonamideYield 57%

Procedure

In a similar fashion using route 14 general procedure 27, 5-methylquinolin-8-amine (Intermediate 44) (690 mg, 4.38 mmol) and 2-nitrobenzenesulfonyl chloride (1.15 g, 5.24 mmol) gave the title compound (820 mg, 57%). The structure was confirmed by 1H NMR.

Sources & evidence

ORD record
ord-38a842afdeef4dfaa860271cd7a893e3
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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