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

HRID 1075272Notes

Reaction equation

HRID 1075272 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.Cl>CO>[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 544319612-(6-Aminopyridin-2-yl)-2-methoxyiminoacetic acidYield 118.9%

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 hydrochloric (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-9c167f9e3f9e4f0b8fb5ee249e0662c2
Source dataset
uspto-grants-1983_07
Patent number
US04395411

Reaction notes

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