Potassium Nitrate → 2-Chloro-5-fluoro-4-methyl-3-nitro-benzoic acid

HRID 34577Notes

Reaction equation

HRID 34577 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[N+:13]([O-])([O-:15])=[O:14].[K+]>OS(O)(=O)=O>[Cl:1][C:2]1[C:10]([N+:13]([O-:15])=[O:14])=[C:9]([CH3:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 136574382-Chloro-5-fluoro-4-methylbenzoic acid

Product 1

HCID 136574392-Chloro-5-fluoro-4-methyl-3-nitro-benzoic acid

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

20 g of 2-chloro-5-fluoro-4-methylbenzoic acid are initially introduced into 60 ml of concentrated H2SO4. 12.3 g of KNO3 are added in portions, while cooling with ice. The mixture is then warmed to 50° for 2 hours and subsequently poured onto ice. After isolation and recrystallization from toluene, 18.8 g of 2-chloro-5-fluoro-4-methyl-3-nitrobenzoic acid of melting point 186°-88° are obtained.

Workup

  1. temperaturewhile cooling with ice
  2. temperatureThe mixture is then warmed to 50° for 2 hours
  3. additionsubsequently poured onto ice
  4. customAfter isolation and recrystallization from toluene, 18.8 g of 2-chloro-5-fluoro-4-methyl-3-nitrobenzoic acid of melting point 186°-88°
  5. customare obtained

Sources & evidence

ORD record
ord-b82bbfc1e2be46f795a1618486ae0bdb
Source dataset
uspto-grants-1988_08
Patent number
US04762844

Reaction notes

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