8-Aminoquinoline → HCID 3830484, compound

HRID 513441Notes

Reaction equation

HRID 513441 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]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19](Cl)(=[O:21])=[O:20]>CN(C1C=CN=CC=1)C.CCCCCC>[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19]([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:21])=[O:20]

Participants

5

Reactant 2

HCID 113598-AminoquinolineHCID 761872-Chlorobenzenesulfonyl chloride

Product 1

HCID 3830484HCID 3830484, compoundYield 60.3%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 8058HexaneSolvent

Procedure

In the similar fashion using route 14 general procedure 27, 8-aminoquinoline (200 mg, 1.38 mmol), 2-chlorobenzenesulfonyl chloride (300 mg, 1.3 mmol) and DMAP (cat.) gave the title compound (250 mg, 58%) after trituration from n-hexane.

Sources & evidence

ORD record
ord-115fcfd8c6144bc7b88356bfa1e3677a
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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