Stannous Chloride → 2-Amino-N-(5-morpholin-4-yl-quinolin-8-yl)-benzenesulfonamide

HRID 513815Notes

Reaction equation

HRID 513815 reaction equation
[N:1]1([C:7]2[CH:16]=[CH:15][C:14]([NH:17][S:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[N+:27]([O-])=O)(=[O:20])=[O:19])=[C:13]3[C:8]=2[CH:9]=[CH:10][CH:11]=[N:12]3)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl[Sn]Cl>CCO>[NH2:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[S:18]([NH:17][C:14]1[CH:15]=[CH:16][C:7]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[CH:9]2)(=[O:20])=[O:19]

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 68182942N-(5-Morpholin-4-yl-quinolin-8-yl)-2-nitro-benzenesulfonamide

Product 1

HCID 681834362-Amino-N-(5-morpholin-4-yl-quinolin-8-yl)-benzenesulfonamideYield 75.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a similar fashion using route 19 general procedure 29, N-(5-morpholin-4-yl-quinolin-8-yl)-2-nitro-benzenesulfonamide 582 (216 mg, 0.52 mmol), SnCl2 (470 mg, 2.09 mmol), and EtOH (5 ml) gave the title compound (151 mg, 75%) which was used in the next step without further purification.

Sources & evidence

ORD record
ord-bbff8501bbe04086859b19a11f982f38
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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