Sodium Chloride → HCID 67915257, compound

HRID 2372288Notes

Reaction equation

HRID 2372288 reaction equation
[CH3:1][N:2]1[CH2:6][CH:5]([NH:7][C:8](=[O:10])[CH3:9])[N:4]([CH3:11])[C:3]1=[S:12].CN1C=C(N)N(C)C1=S.[Cl:22][CH2:23][C:24](=[O:26])[CH3:25].[I-].[Na+].[Cl-].[Na+]>CC(C)=O>[Cl-:22].[CH3:1][NH+:2]1[CH:6]=[C:5]([NH:7][C:8](=[O:10])[CH3:9])[N:4]([CH3:11])[CH:3]1[S:12][CH2:23][C:24](=[O:26])[CH3:25]

Participants

7

Reactant 5

HCID 5234Sodium ChlorideHCID 5238Sodium IodideHCID 6571ChloroacetoneHCID 12571560HCID 12571560, compoundHCID 57105133HCID 57105133, compound

Product 1

HCID 67915257HCID 67915257, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

0.50 gram (0.0027 mol) of 1,3-dimethyl-4-(acetylamino)-imidazoline-2-thione (prepared by acetylating by conventional means the 1,3-dimethyl-4-amino-4-imidazoline-2-thione described in Example V) and 0.28 gram (0.003 mol) of chloroacetone were mixed together and refluxed for two hours after which time a solution 0.428 gram of sodium iodide in 5 milliliters of acetone was added whereupon a reaction took place with the immediate formation of a precipitate of sodium chloride by-product. The latter was removed by filtration and the filtrate evaporated to dryness to obtain a residue. The residue was dissolved in acetone and from the solution was recovered a solid which after purification on a Dowex-1 (Cl-) column and crystallization from isopropyl alcohol was obtained the desired 1,3-dimethyl-4-(acetylamino)-2[(2-oxopropyl)-thio]-1H-imidazolium chloride, m.p. 171°-173° C.

Workup

  1. additionwere mixed together
  2. additionwas added whereupon a reaction
  3. customThe latter was removed by filtration
  4. customthe filtrate evaporated to dryness
  5. customto obtain a residue
  6. customwas recovered a solid which
  7. customafter purification
  8. customon a Dowex-1 (Cl-) column and crystallization from isopropyl alcohol

Sources & evidence

ORD record
ord-2e823aed3d5f47a6960cdc8cc41d770f
Source dataset
uspto-grants-1992_03
Patent number
US05098707

Reaction notes

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