Sulfuryl chloride → Ethyl 4-chloro-2-[(hexyloxy)imino]-3-oxobutanoate

HRID 2295569Notes

Reaction equation

HRID 2295569 reaction equation
[CH2:1]([O:7][N:8]=[C:9]([C:15](=[O:17])[CH3:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].S(Cl)([Cl:21])(=O)=O>C(O)(=O)C>[CH2:1]([O:7][N:8]=[C:9]([C:15](=[O:17])[CH2:16][Cl:21])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 53879425Ethyl 2-[(hexyloxy)imino]-3-oxobutanoate

Product 1

HCID 54042766Ethyl 4-chloro-2-[(hexyloxy)imino]-3-oxobutanoateYield 80.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 2-n-hexyloxyimino-3-oxobutyrate (syn isomer, 60.7 g.), acetic acid (61 ml.) and sulfuryl chloride (34.7 g.) were treated in a similar manner to that of Example F-(2) to give ethyl 2-n-hexyloxyimino-4-chloro-3-oxobutyrate (syn isomer, 55.6 g.).

Sources & evidence

ORD record
ord-32eec208dfb34745939e0f7eb2416f54
Source dataset
uspto-grants-1984_01
Patent number
US04425341

Reaction notes

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