Stannous Chloride → HCID 86669762, compound

HRID 513567Notes

Reaction equation

HRID 513567 reaction equation
[Cl: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]=[C:19]([Cl:22])[CH:18]=[CH:17]3)(=[O:10])=[O:9])=[C:4]([N+:23]([O-])=O)[CH:3]=1.Cl[Sn]Cl>CCO>[NH2:23][C:4]1[CH:3]=[C:2]([Cl: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]=[C:19]([Cl:22])[CH:18]=[CH:17]2)(=[O:9])=[O:10]

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 866697584-Chloro-N-(2-chloro-quinolin-8-yl)-2-nitro-benzenesulfonamide2×

Product 1

HCID 86669762HCID 86669762, compoundYield 47.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a similar fashion using route 1 general procedure 4, 4-chloro-N-(2-chloro-quinolin-8-yl)-2-nitro-benzenesulfonamide (Intermediate 258) (0.36 g, 0.63 mmol), SnCl2 (0.36 g, 1.88 mmol) and EtOH (10 ml) at 90° C. for 4 h gave the title compound (0.11 g, 46%) after purification by column chromatography with DCM/MeOH (99.5:0.5) as the eluent.

Workup

  1. customat 90° C.
  2. customfor 4 h

Sources & evidence

ORD record
ord-7d6b356d0a314e3a83fd30adb35b3f6f
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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