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

HRID 618258Notes

Reaction equation

HRID 618258 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-432111e3e3984d4c898f8dbe81b5a471
Source dataset
uspto-grants-1999_09
Patent number
US05952362

Reaction notes

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