Stannous Chloride → HCID 86669761, compound

HRID 513563Notes

Reaction equation

HRID 513563 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([NH:12][S:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N+:22]([O-])=O)(=[O:15])=[O:14])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.Cl[Sn]Cl>Cl.CCO>[NH2:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[S:13]([NH:12][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:4]=1[N:3]=[C:2]([Cl:1])[CH:11]=[CH:10]2)(=[O:15])=[O:14]

Participants

5

Reactant 2

HCID 24479Stannous ChlorideHCID 86669757HCID 86669757, compound2×

Product 1

HCID 86669761HCID 86669761, compoundYield 80.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

In a similar fashion using route 1 general procedure 4, N-(2-chloro-quinolin-8-yl)-2-nitro-benzenesulfonamide (Intermediate 255) (0.80 g, 2.2 mmol), SnCl2 (1.7 g, 8.8 mmol), 6N HCl (2 drops) and EtOH (15 ml) gave the title compound (0.59 g, 80%) which was used in the next steps without further purification.

Sources & evidence

ORD record
ord-38ea20694d074fbcb0f03eebbb156e89
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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