2-chloro-N-methoxyacetamide → (2E)-2-[2-(methoxyamino)-2-oxoethoxy]imino-2-thiophen-2-ylacetic acid

HRID 851562Notes

Reaction equation

HRID 851562 reaction equation
Cl[CH2:2][C:3]([NH:5][O:6][CH3:7])=[O:4].[OH:8]/[N:9]=[C:10](/[C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)\[C:11]([OH:13])=[O:12]>CS(C)=O>[CH3:7][O:6][NH:5][C:3]([CH2:2][O:8]/[N:9]=[C:10](/[C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)\[C:11]([OH:13])=[O:12])=[O:4]

Participants

4

Reactant 2

HCID 127743452-chloro-N-methoxyacetamideHCID 19602458(2E)-2-hydroxyimino-2-thiophen-2-ylacetic acid

Product 1

HCID 20501518(2E)-2-[2-(methoxyamino)-2-oxoethoxy]imino-2-thiophen-2-ylacetic acidYield 34%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

This compound was prepared by the method of Preparation 4 from methyl chloroacetohydroxamate and E-2-hydroxyimino-2-(thien-2-yl)acetic acid, νmax (Nujol) 3380 (--NH--), 1750, 1729 (--CO2H), 3700-2400 (bonded OH), 1690 cm-1 (--CONH--), τ(DMSO d6) 2.2-3.0 (thienyl), 5.49 (--OCH2CO--), 6.38 (--OCH3). Yield 34%.

Sources & evidence

ORD record
ord-ded99838dce744ae946c4fc9fb495ee8
Source dataset
uspto-grants-1983_05
Patent number
US04385177

Reaction notes

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