2-Nitrobenzenesulfonyl chloride → N-(5-Benzyloxy-quinolin-8-yl)-2-nitro-benzenesulfonamide

HRID 513800Notes

Reaction equation

HRID 513800 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]([NH2:19])=[C:15]2[C:10]=1[CH:11]=[CH:12][CH:13]=[N:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[S:29](Cl)(=[O:31])=[O:30])([O-:22])=[O:21]>N1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]([NH:19][S:29]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[N+:20]([O-:22])=[O:21])(=[O:30])=[O:31])=[C:15]2[C:10]=1[CH:11]=[CH:12][CH:13]=[N:14]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 155402-Nitrobenzenesulfonyl chlorideHCID 434495875-(Benzyloxy)quinolin-8-amine

Product 1

HCID 68183366N-(5-Benzyloxy-quinolin-8-yl)-2-nitro-benzenesulfonamideYield 89%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In a similar fashion using route 18 general procedure 26, 5-benzyloxy-quinolin-8-ylamine 565 (336 mg, 1.34 mmol), 2-nitrobenzenesulfonyl chloride (357 mg, 1.61 mmol), and pyridine (3 ml) gave the title compound (519 mg, 89%) which was used in the next step without further purification.

Sources & evidence

ORD record
ord-87cfd87856e846d0ae97d2c3d2c0a3d5
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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