Benzenesulfonyl chloride → N-(4-Methoxy-quinolin-8-yl)-benzenesulfonamide

HRID 513434Notes

Reaction equation

HRID 513434 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[C:8]([NH2:13])[CH:9]=[CH:10][CH:11]=2)[N:6]=[CH:5][CH:4]=1.[C:14]1([S:20](Cl)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH3:1][O:2][C:3]1[C:12]2[C:7](=[C:8]([NH:13][S:20]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)(=[O:22])=[O:21])[CH:9]=[CH:10][CH:11]=2)[N:6]=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 122706624-Methoxyquinolin-8-amine2×

Product 1

HCID 68183281N-(4-Methoxy-quinolin-8-yl)-benzenesulfonamideYield 17.1%

Procedure

In a similar fashion using route 14 general procedure 26, 4-methoxy-quinolin-8-ylamine (Intermediate 71) (71 mg, 0.41 mmol), benzenesulfonyl chloride (79 mg, 0.44 mmol) gave the title compound (22 mg, 17%) after purification by column chromatography with DCM as the eluent.

Sources & evidence

ORD record
ord-d912bd6045cb40d4b9daa7aac3ca6e15
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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