Réaction #1143013

Équation de réaction

2-(2-methoxyethoxyl)ethanamine

1,1′-thiocarbonyldiimidazole

water

→

1-isothiocyanato-2-(2-methoxyethoxyl)ethane

Rendement 61.2%

Solvants

DMF

DMF

Conditions de réaction

Traitement

1. 1
   Extractionextracted with Et2O (70 mL)
2. 2
   LavageThe Et2O layer was washed with water
3. 3
   Séchagedried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   ConcentrationThe filtrate was concentrated in vacuo (325 torr, bath temp: 24° C.)

Mode opératoire

To a solution of 2-(2-methoxyethoxyl)ethanamine (0.820 g, 6.88 mmol) in DMF (69 mL) at 0° C. was added dropwise a solution of 1,1′-thiocarbonyldiimidazole (1.349 g, 7.57 mmol) in 21 mL of DMF. The mixture was warmed to RT and stirred for 90 min. The mixture was poured into water (130 mL) and extracted with Et2O (70 mL). The Et2O layer was washed with water, dried over Na2SO4, and filtered. The filtrate was concentrated in vacuo (325 torr, bath temp: 24° C.) to afford 1-isothiocyanato-2-(2-methoxyethoxyl)ethane (0.678 g, 4.21 mmol, 61% yield) as a yellow oil. The crude material was used in next step.

Source