Réaction #2139246

Équation de réaction

2-Amino-1-methylimidazoline hydroiodide

sodium hydroxide

phenylisothiocyanate

→

N-(1-methyl-2-imidazolidinylidene)-N'-phenylthiourea

Rendement 86.1%

Conditions de réaction

Traitement

1. 1
   ExtractionThe base is extracted with methylene chloride
2. 2
   Séchagethe extract dried over potassium carbonate
3. 3
   Filtrationfiltered
4. 4
   Températurethe reaction mixture is refluxed for three hours
5. 5
   FiltrationThe hot solution is filtered
6. 6
   Concentrationconcentrated to a small volume in vacuo, ether
7. 7
   workup.ADDITIONadded
8. 8
   Températurechilled
9. 9
   Filtrationthe solid filtered off

Mode opératoire

2-Amino-1-methylimidazoline hydroiodide (26.75 g, 0.117 mole) is converted to its free base form by treatment with 50% sodium hydroxide. The base is extracted with methylene chloride and the extract dried over potassium carbonate and filtered. To this solution is added phenylisothiocyanate (15.81 g, 0.117 mole) and the reaction mixture is refluxed for three hours. The hot solution is filtered, concentrated to a small volume in vacuo, ether added, chilled, and the solid filtered off to give 23.6 g (86.1%) of N-(1-methyl-2-imidazolidinylidene)-N'-phenylthiourea; m.p. 205°-208° C.

Source