4-Chloro-3-nitrotoluene → HCID 10353762, compound

HRID 2197750Notes

Reaction equation

HRID 2197750 reaction equation
O.O.O.[O-:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[Na+].Cl[C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:14]=1[N+:20]([O-:22])=[O:21]>CN(C=O)C>[CH3:19][C:16]1[CH:17]=[CH:18][C:13]([O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[C:14]([N+:20]([O-:22])=[O:21])[CH:15]=1

Participants

4

Reactant 2

HCID 69764-Chloro-3-nitrotolueneHCID 23681143Sodium Phenoxide Trihydrate

Product 1

HCID 10353762HCID 10353762, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of sodium phenoxide trihydrate (5.0 g, 30 mmol) and 4-chloro-3-nitrotoluene (2.65 mL, 30 mmol) was heated in 60 mL of DMF at 100° C. for 5 days with stirring following the procedure from Example 1c. The product was purified by silica gel column chromatography eluting with CH2Cl2 giving the title compound as an orange solid (1.36 g, 30%).

Workup

  1. customThe product was purified by silica gel column chromatography
  2. washeluting with CH2Cl2 giving the title compound as an orange solid (1.36 g, 30%)

Sources & evidence

ORD record
ord-389a3850f3c44c5d9e068b57ddf3f966
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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