Hydrochloric Acid → 3-(2,4-Difluorophenylamino)-4-nitrobenzoic acid

HRID 1087202Notes

Reaction equation

HRID 1087202 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:11]=C([CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])C#N.[OH-:21].[Na+].Cl.[CH2:24]([OH:26])[CH3:25]>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:11]=[C:25]([CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])[C:24]([OH:21])=[O:26]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 198177173-(2,4-Difluorophenylamino)-4-nitrobenzonitrile

Product 1

HCID 198176983-(2,4-Difluorophenylamino)-4-nitrobenzoic acid

Procedure

A mixture of 3-(2,4-difluorophenylamino)-4-nitrobenzonitrile (6.9 g) and 24% sodium hydroxide solution (50 ml) in ethanol (50 ml) was refluxed for 2 hours. The mixture was poured into ice-water (400 ml) and acidified with hydrochloric acid. The precipitate was filtered and washed with water to give red brown needles of 3-(2,4-difluorophenylamino)-4-nitrobenzoic acid (7.1 g).

Workup

  1. temperaturewas refluxed for 2 hours
  2. filtrationThe precipitate was filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-fd706f307fbd4bee9c70151259f82be7
Source dataset
uspto-grants-1991_07
Patent number
US05034417

Reaction notes

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