Stannous Chloride → HCID 68183511, compound

HRID 513565Notes

Reaction equation

HRID 513565 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([NH:12][S:13]([C:16]2[CH:21]=[C:20]([F:22])[C:19]([F:23])=[CH:18][C:17]=2[N+:24]([O-])=O)(=[O:15])=[O:14])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.Cl[Sn]Cl>Cl.CCO>[NH2:24][C:17]1[CH:18]=[C:19]([F:23])[C:20]([F:22])=[CH:21][C:16]=1[S:13]([NH:12][C:9]1[CH:10]=[CH:11][C:2]([Cl:1])=[C:3]2[C:8]=1[N:7]=[CH:6][CH:5]=[CH:4]2)(=[O:14])=[O:15]

Participants

5

Reactant 2

HCID 24479Stannous ChlorideHCID 68183048HCID 68183048, compound2×

Product 1

HCID 68183511HCID 68183511, compoundYield 82.9%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

In a similar fashion using route 1 general procedure 4, N-(5-chloro-quinolin-8-yl)-4,5-difluoro-2-nitro-benzenesulfonamide (Intermediate 257) (125 mg, 0.31 mmol), SnCl2 (238 mg, 1.25 mmol), 6N HCl (3 drops) and EtOH (3 ml) for 3.5 h at 85° C. gave the title compound (95 mg, 72%) which was used in the next step without further purification.

Workup

  1. customfor 3.5 h
  2. customat 85° C.

Sources & evidence

ORD record
ord-ec6e3bc9f2c64b59964122d0aa74cfb6
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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