m-Chloroperbenzoic acid → HCID 53867220, compound

HRID 1732561Notes

Reaction equation

HRID 1732561 reaction equation
[Cl:1][C:2]([S:7][CH:8]([CH3:10])[CH3:9])=[C:3]([Cl:6])[C:4]#[N:5].ClC1C=CC=C(C(OO)=[O:19])C=1>C(Cl)Cl>[Cl:1][C:2]([S:7]([CH:8]([CH3:10])[CH3:9])=[O:19])=[C:3]([Cl:6])[C:4]#[N:5]

Participants

4

Conditions

Temperature
0 °C

Procedure

Four grams of isopropyl 1,2-dichloro-2-cyanovinyl sulfide, prepared in Example 1, was dissolved in 50 milliliters methylene dichloride and the solution was cooled to 0° C. Four grams of solid 85% m-chloroperbenzoic acid was added in portions over one half hour. The reaction mixture was stirred for two hours while the temperature was maintained at 0° C. The reaction mixture was then filtered and washed with 5% potassium carbonate solution. The organic layer was dried over anhydrous magnesium sulfate and stripped of volatiles. A yield of 3 grams of isopropyl 1,2-dichloro-2-cyanovinyl sulfoxide having a refractive index--nD30 =1.5112 was obtained. The structure of the product was confirmed by IR and NMR.

Workup

  1. temperaturewas maintained at 0° C
  2. filtrationThe reaction mixture was then filtered
  3. washwashed with 5% potassium carbonate solution
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-5edd6e01024d4c3aa742191232dee07a
Source dataset
uspto-grants-1980_12
Patent number
US04238405

Reaction notes

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