Methanol → 2-(2-Aminothiazol-4-yl)-2-n-hexyloxyiminoacetic acid

HRID 2295571Notes

Reaction equation

HRID 2295571 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][CH2:19][CH3:20])[C:8]([O:10]CC)=[O:9])[N:6]=1.CO.[OH-].[Na+]>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][CH2:19][CH3:20])[C:8]([OH:10])=[O:9])[N:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 53940552Ethyl 2-(2-aminothiazol-4-yl)2-n-hexyloxyiminoacetate

Product 1

HCID 540705992-(2-Aminothiazol-4-yl)-2-n-hexyloxyiminoacetic acidYield 91%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-(2-aminothiazol-4-yl)2-n-hexyloxyiminoacetate (syn isomer, 29.1 g.), methanol (97.2 ml.), 2 N aqueous solution of sodium hydroxide (97.2 ml.) and tetrahydrofuran (50 ml.) were treated in a similar manner to that of Example F-(4) to give 2-(2-aminothiazol-4-yl)-2-n-hexyloxyiminoacetic acid (syn isomer, 24.0 g.), mp. 174° C. (dec.).

Sources & evidence

ORD record
ord-17b06fe53b244fec9d4aed4eba324ef6
Source dataset
uspto-grants-1984_01
Patent number
US04425341

Reaction notes

Loading…