Sodium Iodide → HCID 58055059, compound

HRID 1020252Notes

Reaction equation

HRID 1020252 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15]Cl)[N:14]=1)=[O:8].[Na+].[I-:22]>CC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15][I:22])[N:14]=1)=[O:8]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 58055096HCID 58055096, compound

Product 1

HCID 58055059HCID 58055059, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 1-(3,4-dichlorobenzyl)-3-(4-(chloromethyl)thiazol-2-yl)urea (1 eq) in acetone was added NaI (10 eq) at once. The mixture was stirred at room temperature for 2 h. The volatiles were removed in vacuo and the mixture was taken up in water and EtOAc. The layers were separated and the organic phase was partitioned with water and then brine, dried over Na2SO4, filtered, and concentrated in vacuo to afford 1-(3,4-dichlorobenzyl)-3-(4-(iodomethyl)thiazol-2-yl)urea as a tan-colored solid in near quantitative yield.

Workup

  1. customThe volatiles were removed in vacuo
  2. customThe layers were separated
  3. customthe organic phase was partitioned with water
  4. dry with materialbrine, dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8c1b86b5c80a4221ad823633a1a6d3f4
Source dataset
uspto-grants-2014_05
Patent number
US08716320B2

Reaction notes

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