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

HRID 1650454Notes

Reaction equation

HRID 1650454 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:13][O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[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][CH2:16][CH2:17][CH2:18][CH3:19])[C:8]([OH:10])=[O:9])[N:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 54426052Ethyl 2-(2-aminothiazol-4-yl)-2-pentyloxyiminoacetate

Product 1

HCID 545401762-(2-Aminothiazol-4-yl)-2-pentyloxyiminoacetic acidYield 86.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-(2-aminothiazol-4-yl)-2-pentyloxyiminoacetate (syn isomer, 28.6 g.), 2N aqueous solution of sodium hydroxide (100.2 ml.), methanol (100 ml.) and tetrahydrofuran (100 ml.) were treated in a similar manner to that of Example F -(4) to give 2-(2-aminothiazol-4-yl)-2-pentyloxyiminoacetic acid (syn isomer, 22.4 g.), mp 176° C. (dec.).

Sources & evidence

ORD record
ord-08985802e9f9449c917556b63676d56e
Source dataset
uspto-grants-1990_05
Patent number
US04923998

Reaction notes

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