Stannous Chloride → HCID 68183117, compound

HRID 513579Notes

Reaction equation

HRID 513579 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:5]=1[S:14]([NH:17][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:27]=1[N:26]=[CH:25][CH:24]=[CH:23]2)(=[O:16])=[O:15])([O-])=O.Cl[Sn]Cl>Cl.CCO>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:12])([F:11])[F:13])=[CH:6][C:5]=1[S:14]([NH:17][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:27]=1[N:26]=[CH:25][CH:24]=[CH:23]2)(=[O:15])=[O:16]

Participants

5

Reactant 2

HCID 24479Stannous ChlorideHCID 68183041HCID 68183041, compound2×

Product 1

HCID 68183117HCID 68183117, compoundYield 74.9%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

In a similar fashion using route 1 general procedure 4, 2-nitro-N-quinolin-8-yl-5-trifluoromethyl-benzenesulfonamide (Intermediate 270) (490 mg, 1.2 mmol), SnCl2 (936 mg, 4.93 mmol), 6N HCl (5 drops) and EtOH (10 ml) gave the title compound (330 mg, 73%) which was used in the next step without further purification.

Sources & evidence

ORD record
ord-ed7a6bfeace940f1a7790927b331e784
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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