2-Nitrobenzenesulfonyl chloride → N-(7-Chloro-4-methoxy-quinolin-8-yl)-2-nitro-benzenesulfonamide

HRID 513803Notes

Reaction equation

HRID 513803 reaction equation
[Cl:1][C:2]1[C:11]([NH2:12])=[C:10]2[C:5]([C:6]([O:13][CH3:14])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[N+:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[S:24](Cl)(=[O:26])=[O:25])([O-:17])=[O:16]>N1C=CC=CC=1>[Cl:1][C:2]1[C:11]([NH:12][S:24]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[N+:15]([O-:17])=[O:16])(=[O:25])=[O:26])=[C:10]2[C:5]([C:6]([O:13][CH3:14])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 155402-Nitrobenzenesulfonyl chlorideHCID 681832377-Chloro-4-methoxyquinolin-8-amine

Product 1

HCID 68183070N-(7-Chloro-4-methoxy-quinolin-8-yl)-2-nitro-benzenesulfonamideYield 56.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In a similar fashion using route 18 general procedure 26, 8-amino-7-chloro-4-methoxyquinoline 70 (550 mg, 2.6 mmol), 2-nitrobenzenesulphonylchloride (642 mg, 2.9 mmol) in pyridine (10 ml) gave the title compound (580 mg, 55%) which was used in the next step without further purification.

Sources & evidence

ORD record
ord-2b6e02cebae1405eab0651fa35691e82
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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