Ammonia → 2-Amino-5-chloro-3-nitrobenzotrifluoride

HRID 375417Notes

Reaction equation

HRID 375417 reaction equation
[N+:1]([C:4]1[C:5](Cl)=[C:6]([C:11]([F:14])([F:13])[F:12])[CH:7]=[C:8]([Cl:10])[CH:9]=1)([O-:3])=[O:2].[NH3:16]>[Cl-].C([N+](CC)(CC)CC)C.O>[NH2:16][C:5]1[C:4]([N+:1]([O-:3])=[O:2])=[CH:9][C:8]([Cl:10])=[CH:7][C:6]=1[C:11]([F:14])([F:13])[F:12]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 136718542,5-Dichloro-1-nitro-3-(trifluoromethyl)benzene

Product 1

HCID 27376442-Amino-5-chloro-3-nitrobenzotrifluoride

Reagents, catalysts & solvents 2

HCID 5946Tetraethylammonium ChlorideCatalystHCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

260 g of 3-nitro-2,5-dichlorobenzotrifluoride, 130 ml of water and 10 g of tetraethylammonium chloride were introduced into an autoclave as the initial charge, and 120 ml of liquid ammonia were injected. The mixture was then heated to 130° C. and stirred at this temperature for 10 hours. After cooling, the batch was filtered off, the removed precipitate washed with water and dried to give 194 g of 2-amino-3-nitro-5-chloro-benzotrifluoride of melting point 67° C.

Workup

  1. additioninitial charge
  2. temperatureAfter cooling
  3. filtrationthe batch was filtered off
  4. washthe removed precipitate washed with water
  5. customdried

Sources & evidence

ORD record
ord-a445d32d35ca4d908ebac8fafd92fa88
Source dataset
uspto-grants-1996_01
Patent number
US05484953

Reaction notes

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