Hydrochloric Acid → Methyl 4-amino-5-chloro-2-methoxybenzoate

HRID 5877

Reaction equation

[CH3:1][O:2][C:3]1[CH:11]=[C:10]([NH2:12])[C:9]([Cl:13])=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].Cl.[CH3:15]O>>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([NH2:12])[C:9]([Cl:13])=[CH:8][C:4]=1[C:5]([O:7][CH3:15])=[O:6]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 887Methanol

HCID 816264-Amino-5-chloro-2-methoxybenzoic acid

Product 1

HCID 700493Methyl 4-amino-5-chloro-2-methoxybenzoate

Procedure

To a solution of 50g of 2-methoxy-4-amino-5-chlorobenzoic acid in 500 ml of methanol is added HCl gas until all the material dissolves. Stirring is continued overnight, the solvent removed, ether added, filtered, dried over magnesium sulfate and evaporated to dryness to obtain methyl 2-methoxy-4-amino-5-chlorobenzoate which is used directly in the next step.

Workup

dissolutiondissolves
customthe solvent removed
additionether added
filtrationfiltered
dry with materialdried over magnesium sulfate
customevaporated to dryness

Sources & evidence

ORD record: ord-1eb26c95049e45f5a0d34f4298931c2b
Source dataset: uspto-grants-1993_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05246942

Linked notes

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