Stannous Chloride → HCID 68183359, compound

HRID 513577Notes

Reaction equation

HRID 513577 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[S:11]([NH:14][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:24]=1[N:23]=[CH:22][CH:21]=[CH:20]2)(=[O:13])=[O:12].Cl[Sn]Cl>Cl.CCO>[NH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[S:11]([NH:14][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:24]=1[N:23]=[CH:22][CH:21]=[CH:20]2)(=[O:13])=[O:12]

Participants

5

Reactant 2

HCID 24479Stannous ChlorideHCID 60531925HCID 60531925, compound2×

Product 1

HCID 68183359HCID 68183359, compoundYield 39.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

In a similar fashion using route 1 general procedure 4, 2-methyl-6-nitro-N-quinolin-8-yl-benzenesulfonamide (Intermediate 268) (1.5 g, 4.3 mmol), SnCl2 (3.3 g, 17.5 mmol), 6N HCl (5 drops) and EtOH (15 ml) gave the title compound (530 mg, 38%), after purification by column chromatography with DCM/MeOH (99:1) as the eluent.

Sources & evidence

ORD record
ord-713507a7062748f69e3b6f2f9894ee4f
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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