Water → 2,4,6-Trinitroaniline

HRID 1828387Notes

Reaction equation

HRID 1828387 reaction equation
C([O-])(=O)C.[NH4+:5].[C:6]1([C:20]([O-])=[C:16]([N+:17]([O-:19])=[O:18])[CH:15]=[C:11]([N+:12]([O-:14])=[O:13])[CH:10]=1)[N+:7]([O-:9])=[O:8].[NH4+].O>S1(CCCC1)(=O)=O>[CH:10]1[C:6]([N+:7]([O-:9])=[O:8])=[C:20]([NH2:5])[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][C:11]=1[N+:12]([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 962WaterHCID 8577Ammonium PicrateHCID 517165Ammonium Acetate

Product 1

HCID 102712,4,6-TrinitroanilineYield 35.7%

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Conditions

Temperature
177 °C

Procedure

Ammonium acetate (1.16 g, 15.0 mmol) and ammonium picrate (0.18 g, 0.75 mmol) are suspended in sulfolane (3 ml), stirred for 2 hr at 177° C., cooled to ambient temperature and mixed with water (30 ml). The product is collected, washed with water and dried to yield 0.061 g (32%) of picramide (Table 1, entry 7).

Workup

  1. temperaturecooled to ambient temperature
  2. customThe product is collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-81d2dc3a8a80437cb40ebd3dce268cb9
Source dataset
uspto-grants-2006_06
Patent number
US07057072B2

Reaction notes

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