Methanol → 2-(2-Aminothiazol-4-yl)-2-isobutoxyiminoacetic acid

HRID 1650436Notes

Reaction equation

HRID 1650436 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:13][O:14][CH2:15][CH:16]([CH3:18])[CH3:17])[C:8]([O:10]CC)=[O:9])[N:6]=1.[OH-].[Na+].CO>O1CCCC1>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:13][O:14][CH2:15][CH:16]([CH3:18])[CH3:17])[C:8]([OH:10])=[O:9])[N:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 53811669Ethyl 2-(2-aminothiazol-4-yl)-2-iso-butoxyiminoacetate

Product 1

HCID 539681782-(2-Aminothiazol-4-yl)-2-isobutoxyiminoacetic acidYield 91.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-(2-aminothiazol-4-yl)-2-iso-butoxyiminoacetate (syn isomer, 19.6 g.), 2N aqueous solution of sodium hydroxide (72.2 ml.), methanol (72.2 ml.) and tetrahydrofuran (72.2 ml.) were treated in a similar manner to that of Example F-(4) to give 2-(2-aminothiazol-4-yl)-2-iso-butoxyiminoacetic acid (syn isomer, 16.1 g.), mp 180° C. (dec.).

Sources & evidence

ORD record
ord-29dc8f0861cf4f62898fd4ef4afbd2e9
Source dataset
uspto-grants-1990_05
Patent number
US04923998

Reaction notes

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