HCID 3860390, compound → HCID 90030803, compound

HRID 1772853Notes

Reaction equation

HRID 1772853 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([S:20][C:21]([F:24])([F:23])[F:22])[CH:15]=1)(=[O:12])=[O:11])([O-])=O>C(O)C.O.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([S:20][C:21]([F:24])([F:23])[F:22])[CH:15]=1)(=[O:12])=[O:11]

Participants

4

Reactant 1

HCID 3860390HCID 3860390, compound

Product 1

HCID 90030803HCID 90030803, compoundYield 81.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 19096565Water ethanolSolvent2×

Procedure

A solution of 2-nitro-N-{3-[(trifluoromethyl)sulfanyl]phenyl}benzenesulfonamide (605 mg, 1.6 mmol) in ethanol/H2O (4:1, 50 mL total reaction volume) was added to a suspension of 10% palladium on charcoal (50 mg) in ethanol/H2O (4:1) and the mixture stirred at rt under an atmosphere of H2 for approximately 2 d. After this time further 10% palladium on charcoal (75 mg) was added and the reaction mixture stirred under an atmosphere of H2 at rt for 3 h. Filtration and concentration in vacuo yielded the title compound (455 mg, 1.31 mmol).

Workup

  1. stirringthe reaction mixture stirred under an atmosphere of H2 at rt for 3 h
  2. filtrationFiltration and concentration in vacuo

Sources & evidence

ORD record
ord-84878b02ec5045de8faaef45dd619193
Source dataset
uspto-grants-2016_02
Patent number
US09249160B2

Reaction notes

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