Hydrochloric Acid → Methyl 3-amino-2-chloro-5-fluoro-4-methylbenzoate

HRID 34579

Reaction equation

HRID 34579 reaction equation
[NH2:1][C:2]1[C:3]([Cl:13])=[C:4]([CH:8]=[C:9]([F:12])[C:10]=1[CH3:11])[C:5]([OH:7])=[O:6].CO.Cl.[C:17](=O)([O-])[O-].[Na+].[Na+]>O>[NH2:1][C:2]1[C:3]([Cl:13])=[C:4]([CH:8]=[C:9]([F:12])[C:10]=1[CH3:11])[C:5]([O:7][CH3:17])=[O:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 10340Sodium CarbonateHCID 136574403-Amino-2-chloro-5-fluoro-4-methylbenzoic acid

Product 1

HCID 13657452Methyl 3-amino-2-chloro-5-fluoro-4-methylbenzoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

12 g of 3-amino-2-chloro-5-fluoro-4-methylbenzoic acid are initially introduced into 60 ml of MeOH. HCl gas is passed in for 20 minutes and is then boiled under reflux for 5 hours. Thereafter, the mixture is poured into water and rendered alkaline with sodium carbonate and the product is isolated. Yield: 8 g, melting point: 51°-52°.

Workup

  1. customis passed in for 20 minutes
  2. temperatureunder reflux for 5 hours
  3. customthe product is isolated

Sources & evidence

ORD record
ord-be8a1afed337406c888ecd39e8cf4276
Source dataset
uspto-grants-1988_08
Patent number
US04762844

Linked notes

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