Hydrochloric Acid → 2-(6-Aminopyridin-2-yl)-2-methoxyiminoacetic acid hydrochloride

HRID 1982702Notes

Reaction equation

HRID 1982702 reaction equation
C([NH:3][C:4]1[N:9]=[C:8]([C:10](=[N:14][O:15][CH3:16])[C:11]([OH:13])=[O:12])[CH:7]=[CH:6][CH:5]=1)=O.[ClH:17]>CO>[ClH:17].[NH2:3][C:4]1[N:9]=[C:8]([C:10](=[N:14][O:15][CH3:16])[C:11]([OH:13])=[O:12])[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 543262512-(6-Formamidopyridin-2-yl)-2-methoxyiminoacetic acid

Product 1

HCID 867377252-(6-Aminopyridin-2-yl)-2-methoxyiminoacetic acid hydrochlorideYield 100.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-(6-formamidopyridin-2-yl)-2-methoxyiminoacetic acid (syn isomer) (5.0 g.) and concentrated hydrochloric acid (2.34 g.) in methanol (50 ml.) was stirred for 40 minutes at ambient temperature. After the removal of methanol from the reaction mixture under reduced pressure, the residue was pulverized in diethyl ether, collected by filtration and then dried to give a pale brown powder of 2-(6-aminopyridin-2-yl)-2-methoxyiminoacetic acid hydrochloride (syn isomer) (5.2 g.).

Workup

  1. customAfter the removal of methanol from the reaction mixture under reduced pressure
  2. filtrationcollected by filtration
  3. customdried

Sources & evidence

ORD record
ord-f47446147061463386c6c0a2da7b082b
Source dataset
uspto-grants-1986_06
Patent number
US04596869

Reaction notes

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