8-Aminoquinoline → HCID 60163842, compound

HRID 513454Notes

Reaction equation

HRID 513454 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[C:15]([Cl:20])[C:14]=1[S:21](Cl)(=[O:23])=[O:22]>CN(C1C=CN=CC=1)C>[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[C:15]([Cl:20])[C:14]=1[S:21]([NH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2)(=[O:23])=[O:22]

Participants

4

Reactant 2

HCID 113598-AminoquinolineHCID 5213352,4,6-Trichlorobenzenesulfonyl chloride

Product 1

HCID 60163842HCID 60163842, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In the similar fashion using route 14 general procedure 27, 8-aminoquinoline (100 mg, 0.69 mmol), 2,4,6 trichlorobenzenesulfonyl chloride (280 mg, 1.03 mmol) and DMAP (cat.) gave the title compound (200 mg, 76%) after purification by column chromatography with DCM as the eluent.

Sources & evidence

ORD record
ord-62c7f5227d764be6a40c6a4259d424cd
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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