2-Chloro-N-ethoxyacetamide → (2Z)-2-[2-(ethoxyamino)-2-oxoethoxy]imino-2-(furan-2-yl)acetic acid

HRID 851563Notes

Reaction equation

HRID 851563 reaction equation
Cl[CH2:2][C:3]([NH:5][O:6][CH2:7][CH3:8])=[O:4].[O:9]1[CH:13]=[CH:12][CH:11]=[C:10]1/[C:14](=[N:18]/[OH:19])/[C:15]([OH:17])=[O:16]>CS(C)=O>[CH2:7]([O:6][NH:5][C:3]([CH2:2][O:19]/[N:18]=[C:14](/[C:10]1[O:9][CH:13]=[CH:12][CH:11]=1)\[C:15]([OH:17])=[O:16])=[O:4])[CH3:8]

Participants

4

Reactant 2

HCID 127743472-Chloro-N-ethoxyacetamideHCID 14556124(2Z)-2-(furan-2-yl)-2-hydroxyiminoacetic acid

Product 1

HCID 20501535(2Z)-2-[2-(ethoxyamino)-2-oxoethoxy]imino-2-(furan-2-yl)acetic acidYield 81%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

This compound was prepared from ethyl chloroacetohydroxamate and Z-2-(fur-2-yl)-2-hydroxyimino acetic acid by the method described in Preparation 4, τ(DMSO d6) 2.15, 3.2, 3.39 (furyl), 5.48 (--OCH2CO--), 6.18 (--OCH2 --), 8.88 (--CH3). Yield 81%.

Sources & evidence

ORD record
ord-2925722debe944d5a2ac86134931a764
Source dataset
uspto-grants-1983_05
Patent number
US04385177

Reaction notes

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