Stannous chloride dihydrate → 2-Amino-N-quinolin-8-yl-4-trifluoromethyl-benzenesulfonamide

HRID 513547Notes

Reaction equation

HRID 513547 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[S:14]([NH:17][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:27]=1[N:26]=[CH:25][CH:24]=[CH:23]2)(=[O:16])=[O:15])([O-])=O.O.O.[Sn](Cl)Cl>>[NH2:1][C:4]1[CH:9]=[C:8]([C:10]([F:12])([F:11])[F:13])[CH:7]=[CH:6][C:5]=1[S:14]([NH:17][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:27]=1[N:26]=[CH:25][CH:24]=[CH:23]2)(=[O:15])=[O:16]

Participants

3

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 167599142-Nitro-N-quinolin-8-yl-4-trifluoromethyl-benzenesulfonamide2×

Product 1

HCID 167595482-Amino-N-quinolin-8-yl-4-trifluoromethyl-benzenesulfonamideYield 71%

Procedure

In a similar fashion using route 15 general procedure 29, 2-nitro-N-quinolin-8-yl-4-trifluoromethyl-benzenesulfonamide (Example Compound 32) (1.22 g, 3.07 mmol) and tin (II) chloride dihydrate (3.46 g, 15.4 mmol) gave the title compound (797 mg, 71%).

Sources & evidence

ORD record
ord-3de100d18c604be5856535ed362f52e3
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

Loading…