Ammonia → 1,4-Benzenediamine, 2-fluoro-5-nitro-

HRID 974145Notes

Reaction equation

HRID 974145 reaction equation
C([NH:4][C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([NH:14]C(=O)C)=[CH:7][C:6]=1[F:18])(=O)C.Cl.N>O>[NH2:14][C:8]1[CH:7]=[C:6]([F:18])[C:5]([NH2:4])=[CH:10][C:9]=1[N+:11]([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 14817081HCID 14817081, compound

Product 1

HCID 54884551,4-Benzenediamine, 2-fluoro-5-nitro-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

166 g (0.65 mol) of the 1,4-bisacetylamino-2-fluoro-5-nitrobenzene prepared according to C. are heated at 98° C. together with 812 ml of water and 240 g of concentrated hydrochloric acid (36% strength), and the reaction mixture is stirred at this temperature for one hour. The mixture is then first cooled to 60° C., the pH is brought to 7.5 with 25% strength aqueous ammonia solution and the mixture is further cooled to 5° C. The product is now filtered off, washed twice with 75 ml of water each time and dried.

Workup

  1. temperaturethe mixture is further cooled to 5° C
  2. filtrationThe product is now filtered off
  3. washwashed twice with 75 ml of water each time
  4. customdried

Sources & evidence

ORD record
ord-068a4815193b41efb966e6b88cbf188f
Source dataset
uspto-grants-1991_11
Patent number
US05067967

Reaction notes

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