Sulfuryl chloride → HCID 53884675, compound

HRID 256422Notes

Reaction equation

HRID 256422 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:10](=[O:13])[CH2:11][CH3:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6].S(Cl)([Cl:17])(=O)=O>C(O)(=O)C>[CH3:1][O:2][N:3]=[C:4]([C:10](=[O:13])[CH:11]([Cl:17])[CH3:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 54392341HCID 54392341, compound

Product 1

HCID 53884675HCID 53884675, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of ethyl 2-methoxyimino-2-propionylacetate (14.7 g.), sulfuryl chloride (10.9 g.) and acetic acid (14.7 ml.) was stirred at room temperature for an hour and then at 40° C. for 2.5 hrs. Ice-water was added to the reaction mixture, adjusted to pH 6.5 and extracted with methylene chloride. The extract was washed with an aqueous solution of sodium chloride, dried over magnesium sulfate and then filtered. The filtrate was evaporated in vacuo to give ethyl 2-methoxyimino-2-(2-chloropropionyl)acetate (16.0 g.).

Workup

  1. extractionextracted with methylene chloride
  2. washThe extract was washed with an aqueous solution of sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-0538563fe8ec436d9b49719696c40816
Source dataset
uspto-grants-1987_10
Patent number
US04703046

Reaction notes

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