Ammonia → 2,6-Dinitro-4-(trifluoromethyl)aniline

HRID 461666

Reaction equation

HRID 461666 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].[NH3:18].C(O)C>C(OCC)(=O)C>[NH2:18][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 702EthanolHCID 98094-Chloro-3,5-dinitrobenzotrifluoride

Product 1

HCID 99362,6-Dinitro-4-(trifluoromethyl)aniline

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Twenty six grams (0.096m) of crude 4-chloro-3,5-dinitrobenzotrifluoride, 150 ml. of liquid ammonia and 150 ml. of 2B ethanol were heated in a sealed autoclave at 100° C. for about 4 hours. After cooling and venting, the reaction mixture was taken up in ethyl acetate. The ethyl acetate phase was washed with water. The ethyl acetate solution was dried and evaporated in vacuo to yield crude 4-amino-3,5-dinitrobenzotrifluoride.

Workup

  1. temperatureAfter cooling
  2. washThe ethyl acetate phase was washed with water
  3. dry with materialThe ethyl acetate solution was dried
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-6c74e5568ac744b987452968520ce2e3
Source dataset
uspto-grants-1977_12
Patent number
US04064127

Linked notes

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