Water → 3,6-dimethyl-2,4-dinitroaniline

HRID 1106765Notes

Reaction equation

HRID 1106765 reaction equation
[CH3:1][C:2]1[C:3]([N+:16]([O-:18])=[O:17])=[C:4]([NH:12]C(=O)C)[C:5]([CH3:11])=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].S(=O)(=O)(O)O.O>C(O)C>[CH3:1][C:2]1[C:3]([N+:16]([O-:18])=[O:17])=[C:4]([NH2:12])[C:5]([CH3:11])=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 18789678HCID 18789678, compound

Product 1

HCID 2387023,6-dimethyl-2,4-dinitroanilineYield 85.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-(3,6-dimethyl-2,4-dinitro-phenyl)-acetamide (14.4 g, from above), concentrated sulfuric acid (15 mL), water (30 mL) and ethanol (150 mL) was heated at reflux for 24 hr. The precipitated product was filtered, washed with little ethanol and dried to afford 3,6-dimethyl-2.4-dinitro-phenylamine (10.3 g).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 24 hr
  3. filtrationThe precipitated product was filtered
  4. washwashed with little ethanol
  5. customdried

Sources & evidence

ORD record
ord-1f9296ce593d413794877f03eb0c6a0c
Source dataset
uspto-grants-2000_05
Patent number
US06057349

Reaction notes

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