Stannous Chloride → HCID 68183010, compound

HRID 513557Notes

Reaction equation

HRID 513557 reaction equation
[CH3:1][O:2][C:3](=[O:27])[C:4]1[CH:9]=[CH:8][C:7]([S:10](=[O:23])(=[O:22])[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)=[C:6]([N+:24]([O-])=O)[CH:5]=1.Cl[Sn]Cl>Cl.CCO>[CH3:1][O:2][C:3](=[O:27])[C:4]1[CH:9]=[CH:8][C:7]([S:10](=[O:23])(=[O:22])[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)=[C:6]([NH2:24])[CH:5]=1

Participants

5

Reactant 2

HCID 24479Stannous ChlorideHCID 35532075HCID 35532075, compound2×

Product 1

HCID 68183010HCID 68183010, compoundYield 88.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

In a similar fashion using route 1 general procedure 4, 3-nitro-4-(quinolin-8-ylsulfamoyl)-benzoic acid methyl ester (Intermediate 249) (0.65 g, 1.67 mmol), SnCl2 (1.6 g, 8.3 mmol), 4-5 drops of conc. HCl and EtOH (15 ml) at 85° C. for 5 h gave the title compound (0.53 g, 88%).

Workup

  1. customat 85° C.
  2. customfor 5 h

Sources & evidence

ORD record
ord-56598c616e77486eb64c059b44cdb5b4
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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