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

HRID 513546Notes

Reaction equation

HRID 513546 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:13]=[CH:14][CH:15]=[C:16]3[C:21]=2[N:20]=[CH:19][CH:18]=[CH:17]3)(=[O:10])=[O:9])=[C:4]([N+:22]([O-])=O)[CH:3]=1.O.O.[Sn](Cl)Cl>>[NH2:22][C:4]1[CH:3]=[C:2]([F:1])[CH:7]=[CH:6][C:5]=1[S:8]([NH:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:21]=1[N:20]=[CH:19][CH:18]=[CH:17]2)(=[O:9])=[O:10]

Participants

3

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 167599244-Fluoro-2-nitro-N-quinolin-8-yl-benzenesulfonamide2×

Product 1

HCID 167599312-Amino-4-fluoro-N-quinolin-8-yl-benzenesulfonamideYield 90%

Procedure

In a similar fashion using route 15 general procedure 29, 4-fluoro-2-nitro-N-quinolin-8-yl-benzenesulfonamide (Example Compound 30) (1.1 g, 3.17 mmol) and tin (II) chloride dihydrate (4.29 g, 19 mmol) gave the title compound (900 mg, 90%).

Sources & evidence

ORD record
ord-dbaeb1e2bee04c78a639f0f455fec7e2
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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