Sulfuric Acid → 2,6-Dinitro-3,4-dimethylaniline

HRID 903476Notes

Reaction equation

HRID 903476 reaction equation
S(=O)(=O)(O)O.C(OC([NH:11][C:12]1[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][C:15]([CH3:21])=[C:14]([CH3:22])[C:13]=1[N+:23]([O-:25])=[O:24])=O)C>>[CH3:22][C:14]1[C:13]([N+:23]([O-:25])=[O:24])=[C:12]([C:17]([N+:18]([O-:20])=[O:19])=[CH:16][C:15]=1[CH3:21])[NH2:11]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 23335980HCID 23335980, compound

Product 1

HCID 127676732,6-Dinitro-3,4-dimethylaniline

Procedure

Into 30 ml. of concentrated sulfuric acid is added 2.85 grams of N-(ethoxycarbonyl)-3,4-dimethyl-2,6-dinitroaniline. The mixture is heated to a temperature in the range of from 110° C. to 120° C. for 15 minutes and then poured over ice. The precipitated solid is collected and crystallized from absolute ethanol yielding the desired product having a melting point of from 141.5° C. to 142.5° C.

Workup

  1. temperatureThe mixture is heated to a temperature in the range of from 110° C. to 120° C. for 15 minutes
  2. additionpoured over ice
  3. customThe precipitated solid is collected
  4. customcrystallized from absolute ethanol yielding the desired product
  5. customof from 141.5° C. to 142.5° C.

Sources & evidence

ORD record
ord-77b529447d1349b4859854b37873552e
Source dataset
uspto-grants-1980_10
Patent number
US04227913

Reaction notes

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