8-Aminoquinoline → HCID 20332548, compound

HRID 866573Notes

Reaction equation

HRID 866573 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.[CH2:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25](Cl)(=[O:27])=[O:26])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C(C1C=CC=CC=1)CCCCCC>N1C=CC=CC=1>[CH2:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25]([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:27])=[O:26])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

5

Reactant 3

HCID 113598-AminoquinolineHCID 14115HeptylbenzeneHCID 20332560HCID 20332560, compound

Product 1

HCID 20332548HCID 20332548, compoundYield 97.35%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Example II was essentially repeated using 46.4 g. (0.32 mole) 8-aminoquinoline, 180 ml. pyridine and 82.35 g. (0.3 mole) heptylbenzenesulfonyl chloride. The latter reactant was as prepared in Table 2 from the heptylbenzene of Table 1. There was obtained 112.6 g. (97.35% yield) of 8-(heptylbenzenesulfonamido)quinoline of the structure ##STR23## where a + b equals 4.

Workup

  1. customThere was obtained 112.6 g

Sources & evidence

ORD record
ord-34f571152fcf4334b7b2eeb60e37d693
Source dataset
uspto-grants-1978_07
Patent number
US04100163

Reaction notes

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