Stannous Chloride → 2-Amino-N-(5-methylquinolin-8-yl)-benzenesulfonamide

HRID 513588Notes

Reaction equation

HRID 513588 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[N+:22]([O-])=O)(=[O:15])=[O:14])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[Sn](Cl)Cl>Cl>[NH2:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[S:13]([NH:12][C:9]1[CH:10]=[CH:11][C:2]([CH3:1])=[C:3]2[C:8]=1[N:7]=[CH:6][CH:5]=[CH:4]2)(=[O:15])=[O:14]

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 68183358N-(5-methylquinolin-8-yl)-2-nitrobenzenesulfonamide2×

Product 1

HCID 681834622-Amino-N-(5-methylquinolin-8-yl)-benzenesulfonamideYield 58%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidCatalyst

Procedure

In a similar fashion using route 1 general procedure 4, N-(5-methylquinolin-8-yl)-2-nitrobenzenesulfonamide (Intermediate 159) (830 mg, 2.42 mmol), tin (II) chloride (1.83 g, 9.68 mmol) and 6 N HCl (3 drops) gave the title compound (430 mg, 58%).

Sources & evidence

ORD record
ord-97a7912d52484f249f37f9ad6cc87750
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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