Nitric Acid → 1,3-Dichloro-4,6-dinitrobenzene

HRID 231755Notes

Reaction equation

HRID 231755 reaction equation
[N+:1]([O-:4])([OH:3])=O.[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:8]([Cl:15])[CH:7]=1>OS(O)(=O)=O>[Cl:5][C:6]1[C:11]([N+:1]([O-:4])=[O:3])=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:8]([Cl:15])[CH:7]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 118992,4-Dichloronitrobenzene

Product 1

HCID 772861,3-Dichloro-4,6-dinitrobenzeneYield 76.8%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

Ml. 11.3 of fuming nitric acid (0.275 mole) in 96% H2SO4 (50 ml) was dropwise added under stirring at room temperature to 48 g of 1,3-dichloro-4-nitrobenzene (0.25 mole) in 96% H2SO4 (350 ml). The mixture was stirred for two hours, then poured into crushed ice. The separated solid was washed with cold water to neutrality, dried under vacuum and crystallized from ethanol (170 ml) to give the dinitro compound (A), 45.5 g, yield 76.8%, as yellow prisms.

Workup

  1. additionpoured
  2. custominto crushed ice
  3. washThe separated solid was washed with cold water to neutrality
  4. customdried under vacuum
  5. customcrystallized from ethanol (170 ml)

Sources & evidence

ORD record
ord-a4b5d642109249b797db5a62ca7b94b1
Source dataset
uspto-grants-1989_07
Patent number
US04849327

Reaction notes

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