Water → 2,4,6-Trinitroaniline

HRID 1828386Notes

Reaction equation

HRID 1828386 reaction equation
[C:1]1([C:15]([O-])=[C:11]([N+:12]([O-:14])=[O:13])[CH:10]=[C:6]([N+:7]([O-:9])=[O:8])[CH:5]=1)[N+:2]([O-:4])=[O:3].[NH4+:17].C(=O)(O)[O-].[NH4+].O>S1(CCCC1)(=O)=O>[CH:5]1[C:1]([N+:2]([O-:4])=[O:3])=[C:15]([NH2:17])[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:6]=1[N+:7]([O-:9])=[O:8]

Participants

5

Reactant 3

HCID 962WaterHCID 8577Ammonium picrateHCID 14013Ammonium Bicarbonate

Product 1

HCID 102712,4,6-TrinitroanilineYield 17.5%

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Conditions

Temperature
177 °C

Procedure

Ammonium picrate (0.18 g, 0.75 mmol) and ammonium bicarbonate (0.59 g, 7.5 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 0.030 g (16%) of picramide (Table 1, entry 6).

Workup

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

Sources & evidence

ORD record
ord-5028703b3ad34657935e68c5c3b4cdb2
Source dataset
uspto-grants-2006_06
Patent number
US07057072B2

Reaction notes

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