Ammonia → 4-Amino-2,3,5,6-tetrafluorobenzoic acid

HRID 1389083Notes

Reaction equation

HRID 1389083 reaction equation
[F:1][C:2]1[C:10]([F:11])=[C:9](F)[C:8]([F:13])=[C:7]([F:14])[C:3]=1[C:4]([OH:6])=[O:5].[NH3:15]>[N+](C)([O-])=O>[NH2:15][C:9]1[C:10]([F:11])=[C:2]([F:1])[C:3]([C:4]([OH:6])=[O:5])=[C:7]([F:14])[C:8]=1[F:13]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 11770Pentafluorobenzoic acid

Product 1

HCID 703454-Amino-2,3,5,6-tetrafluorobenzoic acid

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

A mixture of 10.0 g of 2,3,4,5,6-pentafluorobenzoic acid and 400 ml of nitromethane is saturated with anhydrous ammonia at room temperature and then placed in a bomb and heated at 100° for 20 hrs. The resulting solution is evaporated and the residue crystallized from chloroform-hexane to yield 4-amino-2,3,5,6-tetrafluorobenzoic acid as a white solid.

Workup

  1. temperatureheated at 100° for 20 hrs
  2. customThe resulting solution is evaporated
  3. customthe residue crystallized from chloroform-hexane

Sources & evidence

ORD record
ord-b3ce0d4939504b05aef5c1a79241ec07
Source dataset
uspto-grants-1981_01
Patent number
US04243609

Reaction notes

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