Nitric Acid → 2,6-Dichloro-5'-nitro-4'-methoxy-2'-methyl-benzophenone

HRID 582388Notes

Reaction equation

HRID 582388 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[CH3:14])=[O:5].[N+:20]([O-])([OH:22])=[O:21]>O>[Cl:1][C:2]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:3]=1[C:4]([C:6]1[CH:11]=[C:10]([N+:20]([O-:22])=[O:21])[C:9]([O:12][CH3:13])=[CH:8][C:7]=1[CH3:14])=[O:5]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 545052582,6-Dichloro-4'-methoxy-2'-methyl-benzophenone

Product 1

HCID 544922912,6-Dichloro-5'-nitro-4'-methoxy-2'-methyl-benzophenone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

2,6-Dichloro-4'-methoxy-2'-methyl-benzophenone (0.75 g; 2.5 mmol) is added to nitric acid (10 ml; 65%). The mixture is stirred at 80° C. for 1 hour. After addition of water the reaction product crystallises and is chromatographically purified (flash column filled with 30 g of silicagel, elution with toluene). White crystalls (0.35 g; 41% y); mp. 156-160° C.

Workup

  1. customcrystallises
  2. customis chromatographically purified
  3. addition(flash column filled with 30 g of silicagel, elution with toluene)

Sources & evidence

ORD record
ord-951d4c2090904c4db9f028ec34d3f34f
Source dataset
uspto-grants-1999_07
Patent number
US05922919

Reaction notes

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