Iodoethane → HCID 19806786, compound

HRID 1681476Notes

Reaction equation

HRID 1681476 reaction equation
[NH2:1][CH:2]1[CH:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[S:5](=[O:12])[NH:4][C:3]1=[O:13].C(=O)([O-])[O-].[K+].[K+].[CH2:20](I)[CH3:21]>CS(C)=O>[CH2:20]([O:13][C:3]1[C:2]([NH2:1])=[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[S:5](=[O:12])[N:4]=1)[CH3:21]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 67897023HCID 67897023, compound

Product 1

HCID 19806786HCID 19806786, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of 1.55 g (7.6 mmole) of 4-amino-5-ethoxycarbonylisothiazolin-3-one-1-oxide, 1.38 g (10.0 mmole) of potassium carbonate, and 0.64 ml (8.0 mmole) of ethyl iodide in 6 ml dimethylsulfoxide was stirred at room temperature for 18 hours. The suspension was then poured onto crushed ice and extracted with ethyl acetate (3×30 ml). The combined organic phases were washed one time each with ice water and brine, then dried over sodium sulfate. The title compound, which was obtained upon removal of the solvent, was identical to the product of Example 7.

Workup

  1. additionThe suspension was then poured
  2. customonto crushed ice
  3. extractionextracted with ethyl acetate (3×30 ml)
  4. washThe combined organic phases were washed one time each with ice water and brine
  5. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-f616bbadae7244cbaeeb40bbdeb3cd90
Source dataset
uspto-grants-1992_12
Patent number
US05171860

Reaction notes

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