Stannous Chloride → HCID 68183213, compound

HRID 513558Notes

Reaction equation

HRID 513558 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([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])=[C:5]([N+:23]([O-])=O)[CH:4]=1)#[N:2].Cl[Sn]Cl>Cl.CCO>[NH2:23][C:5]1[CH:4]=[C:3]([C:1]#[N:2])[CH:8]=[CH:7][C:6]=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 68183181HCID 68183181, compound2×

Product 1

HCID 68183213HCID 68183213, compoundYield 62.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

In a similar fashion using route 1 general procedure 4, 4-cyano-2-nitro-N-quinolin-8-yl-benzenesulfonamide (Intermediate 250) (0.63 g, 1.77 mmol), SnCl2 (2.0 g, 10.6 mmol), conc.HCl (5 drops) and EtOH (15 ml) gave the title compound (0.36 g, 61%) which was used in the next step without further purification.

Sources & evidence

ORD record
ord-993d4d568b0f4541a6a3aa3c299d43b1
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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