Iodoethane → HCID 18376428, compound

HRID 2300690Notes

Reaction equation

HRID 2300690 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([S:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=3)[O:11][C:12]=2[CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:4][CH:3]=1.I[CH2:26][CH3:27]>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([S:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=3)[O:11][C:12]=2[CH2:13][CH2:14][C:15]([O:17][CH2:26][CH3:27])=[O:16])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6340IodoethaneHCID 15480890HCID 15480890, compound

Product 1

HCID 18376428HCID 18376428, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Water was added to a mixture which was obtained by reacting 4-(4-chlorophenyl)-2-(2-pyridylthio)-5-oxazolepropionic acid with iodoethane in the same manner as Example 52. This was extracted with ethyl acetate. The ethyl acetate layer was washed with water, and dried (MgSO4). The residue obtained by evaporated the solvent was subjected to silica gel column chromatography. From the fraction eluted with ethyl acetate-hexane (1:4, v/v), obtained was ethyl 4-(4-chlorophenyl)-2-(2-pyridylthio)-5-oxazolepropionate(yield: 96%) as an oily substance.

Workup

  1. customwas obtained
  2. extractionThis was extracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with water
  4. dry with materialdried (MgSO4)
  5. customThe residue obtained
  6. customby evaporated the solvent
  7. washFrom the fraction eluted with ethyl acetate-hexane (1:4, v/v)
  8. customobtained

Sources & evidence

ORD record
ord-999e78c4a10d4b9ba1123a903184af77
Source dataset
uspto-grants-2002_12
Patent number
US06498179B1

Reaction notes

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