Ethanol → Phenyl chloroacetohydroxamate

HRID 851564Notes

Reaction equation

HRID 851564 reaction equation
Cl.[O:2]([NH2:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:10][CH2:11][C:12](Cl)=[O:13].CCO>CS(C)=O>[Cl:10][CH2:11][C:12]([NH:9][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=[O:13]

Participants

5

Reactant 3

HCID 702EthanolHCID 6577Chloroacetyl chlorideHCID 6365179O-Phenylhydroxylamine hydrochloride

Product 1

HCID 12774348Phenyl chloroacetohydroxamateYield 67%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

This compound was prepared from phenoxyamine hydrochloride and chloroacetyl chloride by the method described in Preparation 1, m.p. 126°-128° (decomp.), λmax (EtOH) 266.5 nm (ε15,400), νmax (Nujol) 3340, 3260, 3140 (--NH--), 1720, 1710, 1690 cm-1 (--CONH--), τ(DMSO d6) 5.79 (ClCH2CO--), -2.2 (--NH--), 2.3-3.2 (phenyl). Yield 67%

Sources & evidence

ORD record
ord-7ae7e2ec923a428d92cfb66263790ad0
Source dataset
uspto-grants-1983_05
Patent number
US04385177

Reaction notes

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