Sulfuryl chloride → Ethyl 4-chloro-3-oxo-2-iso-propoxyiminobutyrate

HRID 1650424Notes

Reaction equation

HRID 1650424 reaction equation
[CH:1]([O:4][N:5]=[C:6]([C:12](=[O:14])[CH3:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8])([CH3:3])[CH3:2].S(Cl)([Cl:18])(=O)=O>C(O)(=O)C>[Cl:18][CH2:13][C:12](=[O:14])[C:6](=[N:5][O:4][CH:1]([CH3:3])[CH3:2])[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 539498Butanoic acid, 2-[(1-methylethoxy)imino]-3-oxo-, ethyl ester, (Z)-

Product 1

HCID 54571966Ethyl 4-chloro-3-oxo-2-iso-propoxyiminobutyrateYield 100.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 2-iso-propoxyimino-3-oxobutyrate (syn isomer 35.4 g.), sulfuryl chloride (24.5 g.) and acetic acid (35.4 ml.) were treated in a similar manner to that of Example D-(2) to give ethyl 4-chloro-3-oxo-2-iso-propoxyiminobutyrate (syn isomer, 41.5 g.), oil.

Sources & evidence

ORD record
ord-656497c5b22146c8b91cf17c6b71f175
Source dataset
uspto-grants-1990_05
Patent number
US04923998

Reaction notes

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