Stannous Chloride → HCID 68183293, compound

HRID 513568Notes

Reaction equation

HRID 513568 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[C:10]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[N+:25]([O-])=O)(=[O:18])=[O:17])[CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1)=[O:4].Cl[Sn]Cl>Cl.CO>[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[C:10]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[NH2:25])(=[O:18])=[O:17])[CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 24479Stannous ChlorideHCID 68183163HCID 68183163, compound2×

Product 1

HCID 68183293HCID 68183293, compoundYield 50%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 887MethanolSolvent

Procedure

In a similar fashion using route 1 general procedure 4, 8-(2-nitro-benzenesulfonylamino)-quinoline-4-carboxylic acid methyl ester (Intermediate 260) (0.62 g, 1.6 mmol), SnCl2 (1.3 g, 6.4 mmol), 6N HCl (2 drops) and MeOH (15 ml) at 80° C. for 48 h gave the title compound (270 mg, 50%) which was used in the next step without further purification.

Workup

  1. customat 80° C.
  2. customfor 48 h

Sources & evidence

ORD record
ord-81973c20709c406b9f2ac4ae5362c1bb
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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