4-Bromo-2-fluoro-1-nitrobenzene → HCID 67052690, compound

HRID 921448Notes

Reaction equation

HRID 921448 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](F)[CH:3]=1.[CH3:12][CH:13]([S-:15])[CH3:14].[Na+].O.C(#N)C>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([S:15][CH:13]([CH3:14])[CH3:12])[CH:3]=1

Participants

5

Reactant 3

HCID 27833624-Bromo-2-fluoro-1-nitrobenzeneHCID 3470666Sodium 2-propanethiolateHCID 18373917Acetonitrile--water (1/1)

Product 1

HCID 67052690HCID 67052690, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At 0 degree, to a stirring solution of 4-Bromo-2-Floronitrobenzene (2.0 g, 9.1 mmol) in DCM was added Sodium propane-2-thiolate (2.0 g, 20 mmol) in two portions. The reaction mixture was warmed to room temperature and stirred overnight. The reaction mixture was filtered through a syringe filter. The product was isolated by prep-HPLC (water/Acetonitrile) as a bright yellow solid (0.8 g, 2.9 mmol, 32% yield).

Workup

  1. filtrationThe reaction mixture was filtered through a syringe
  2. filtrationfilter

Sources & evidence

ORD record
ord-356e0af7edfd444c9e0b856a97d2d5d1
Source dataset
uspto-grants-2016_03
Patent number
US09273077B2

Reaction notes

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