Stannous Chloride → HCID 68183268, compound

HRID 513572Notes

Reaction equation

HRID 513572 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N+:23]([O-])=O)=[C:7]([S:9]([NH:12][C:13]2[CH:14]=[CH:15][CH:16]=[C:17]3[C:22]=2[N:21]=[CH:20][CH:19]=[CH:18]3)(=[O:11])=[O:10])[CH:8]=1.Cl[Sn]Cl>Cl.CCO>[NH2:23][C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][C:7]=1[S:9]([NH:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[N:21]=[CH:20][CH:19]=[CH:18]2)(=[O:11])=[O:10]

Participants

5

Reactant 2

HCID 24479Stannous ChlorideHCID 68183322HCID 68183322, compound2×

Product 1

HCID 68183268HCID 68183268, compoundYield 71.9%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

In a similar fashion using route 1 general procedure 4, 5-methoxy-2-nitro-N-quinolin-8-yl-benzenesulfonamide (Intermediate 264) (690 mg, 1.9 mmol), SnCl2 (1.45 g, 7.68 mmol), 6N HCl (2 drops) and EtOH (12 ml) at 85° C. for 6 h gave the title compound (450 mg, 71%) which was used in the next step without further purification.

Workup

  1. customat 85° C.
  2. customfor 6 h

Sources & evidence

ORD record
ord-2612f2e5eed44b3fb9d7378ed9bdf1ad
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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