Sodium Hydroxide → 2-(2-Aminothiazol-4-yl)-2-pentyloxyiminoacetic acid

HRID 1388476Notes

Reaction equation

HRID 1388476 reaction equation
[CH2:1]([O:6][N:7]=[C:8]([C:14]1[N:15]=[C:16]([NH2:19])[S:17][CH:18]=1)[C:9]([O:11]CC)=[O:10])[CH2:2][CH2:3][CH2:4][CH3:5].[OH-].[Na+]>CO.O1CCCC1>[CH2:1]([O:6][N:7]=[C:8]([C:14]1[N:15]=[C:16]([NH2:19])[S:17][CH:18]=1)[C:9]([OH:11])=[O:10])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 2

HCID 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 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-pentyloxyimino-2-(2-amino-1,3-thiazol-4-yl)acetate (syn isomer) (28.6 g.) and 2 N sodium hydroxide aqueous solution (100.2 ml.) were reacted in a mixture of methanol (100 ml.) and tetrahydrofuran (100 ml.) according to similar manners to those of Preparation 9-(1) and 9-(2) to give 2-pentyloxyimino-2-(2-amino-1,3-thiazol-4-yl)acetic acid (syn isomer) (22.4 g.), mp 176° C. (dec.)

Workup

  1. customof Preparation 9-(1)

Sources & evidence

ORD record
ord-c40c16615fa4432d80028d3dffa84fcf
Source dataset
uspto-grants-1984_02
Patent number
US04431643

Reaction notes

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