Sodium hydride → HCID 66583977, compound

HRID 576477Notes

Reaction equation

HRID 576477 reaction equation
[H-].[Na+].[N+:3]([C:6]1[C:11]([CH3:12])=[CH:10][C:9]([SH:13])=[C:8]([CH3:14])[CH:7]=1)([O-:5])=[O:4].Br[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH:23]([F:25])[F:24])[CH:17]=1>CN(C)C=O.Cl[Cu]>[N+:3]([C:6]1[CH:7]=[C:8]([CH3:14])[C:9]([S:13][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH:23]([F:25])[F:24])[CH:17]=2)=[CH:10][C:11]=1[CH3:12])([O-:5])=[O:4]

Participants

6

Reactant 3

HCID 24758Sodium hydrideHCID 27370063-(Difluoromethoxy)bromobenzeneHCID 86687807HCID 86687807, compound

Product 1

HCID 66583977HCID 66583977, compound

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 6228DimethylformamideSolvent3×

Procedure

4.36 g (0.109 moles) of sodium hydride are suspended in 80 ml of N,N-dimethylformamide at 0° C. 20 g of 4-nitro-2,5-dimethylthiophenol (0.109 moles) dissolved in 67 ml of N,N-dimethylformamide are added dropwise under stirring. 24.4 g of 1-bromo-3-(difluoromethoxy)benzene (0.109 moles) dissolved in 20 ml of N,N-dimethylformamide are then added dropwise; catalytic Cu° and CuCl are subsequently added and the reaction temperature is brought to 150° C. for 1 h.

Workup

  1. additionare added dropwise
  2. additionare then added dropwise

Sources & evidence

ORD record
ord-93482cc4c7d541e897faa05a78fa75e3
Source dataset
uspto-grants-2015_05
Patent number
US09040457B2

Reaction notes

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