Nitric Acid → 1-Chloro-2,5-dimethyl-4-nitrobenzene

HRID 2121831Notes

Reaction equation

HRID 2121831 reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[Cl:10][C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][C:12]=1[CH3:18]>C(O)(=O)C>[Cl:10][C:11]1[CH:16]=[C:15]([CH3:17])[C:14]([N+:6]([O-:9])=[O:7])=[CH:13][C:12]=1[CH3:18]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric Acid2×HCID 32883Chloro-p-xylene

Product 1

HCID 2527931-Chloro-2,5-dimethyl-4-nitrobenzene

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A sulphonitric mixture at 0° C., composed of sulphuric acid (3.8 ml) and nitric acid (1 ml), is added dropwise to a mixture, cooled to 10° C., of 2-chloro-1,4-xylene (1.4 g), acetic acid (17 ml) and 98% sulphuric acid (1 ml). The reaction medium is poured into a water/ice mixture and then filtered. The yellow precipitate is recrystallized from petroleum ether to give the title compound.

Workup

  1. customat 0° C.
  2. additionis added dropwise to a mixture
  3. filtrationfiltered
  4. customThe yellow precipitate is recrystallized from petroleum ether

Sources & evidence

ORD record
ord-4e626f04201a492f9cf1321813bb373b
Source dataset
uspto-grants-2004_02
Patent number
US06696487B2

Reaction notes

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