Sulfuryl chloride → Ethyl 4-chloro-3-oxo-2-propargyloxyiminobutyrate

HRID 435259Notes

Reaction equation

HRID 435259 reaction equation
[CH2:1]([O:4][N:5]=[C:6]([C:12](=[O:14])[CH3:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:2]#[CH:3].S(Cl)([Cl:18])(=O)=O>C(O)(=O)C>[Cl:18][CH2:13][C:12](=[O:14])[C:6](=[N:5][O:4][CH2:1][C:2]#[CH:3])[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 53965351Ethyl 2-propargyloxyimino-3-oxobutyrate

Product 1

HCID 53939675Ethyl 4-chloro-3-oxo-2-propargyloxyiminobutyrateYield 73.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 2-propargyloxyimino-3-oxobutyrate (syn isomer, 71.2 g.), acetic acid (81 ml.) and sulfuryl chloride (50.2 g.) were treated in a similar manner to that of Example F-(2) to give ethyl 4-chloro-3-oxo-2-propargyloxyiminobutyrate (syn isomer, 61.6 g.), oil.

Sources & evidence

ORD record
ord-73cb6514eb6849b48a8a90489e34b6be
Source dataset
uspto-grants-1983_08
Patent number
US04400379

Reaction notes

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