4-Chloro-3-nitroanisole → 4-Methoxy-2-nitro-1-phenylsulfanyl-benzene

HRID 2197717Notes

Reaction equation

HRID 2197717 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[C:13]1([S-:19])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[Na+]>>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]([S:19][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:3]([N+:10]([O-:12])=[O:11])[CH:4]=1

Participants

3

Reactant 2

HCID 251404-Chloro-3-nitroanisoleHCID 4110039Sodium benzenethiolate

Product 1

HCID 684578344-Methoxy-2-nitro-1-phenylsulfanyl-benzene

Procedure

A solution of 1-Chloro-4-methoxy-2-nitro-benzene (3.75 g, 20.0 mmol) was reacted with sodium thiophenolate (3.96 g, 30.0 mmol) at 70° C. for 48 h following the procedure in Example 1e giving the title compound as a yellow oil after silica gel column chromatography eluting with 25% EtOAc/hexane (2.70 g, 54%).

Sources & evidence

ORD record
ord-fd7a79b31a8e469c8ae53150bb673555
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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