Реакция #168882

Уравнение реакции

water

ammonium thiocyanate

iodine

3-chloro-2-methylaniline

→

4-amino-2-chloro-3-methylphenyl thiocyanate

Выход 90.0%

Растворители

methanol

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added
2. 2
   Экстракцияthe mixture was extracted with dichloromethane (4×50 mL)
3. 3
   ПромывкаThe extracts were washed with a 15% aqueous solution of sodium thiosulfate (100 mL)
4. 4
   Сушкаthen dried (Na2SO4)
5. 5
   Другоеthe solvent removed in vacuo

Методика

To a stirred solution of ammonium thiocyanate (1.61 g, 0.02 mol) and iodine (1.79 g, 7.1 mmol) in methanol was added 3-chloro-2-methylaniline (0.84 mL, 7.1 mmol) dropwise. The mixture was allowed to stir at room temperature for 2 days after which time water (50 mL) was added and the mixture was extracted with dichloromethane (4×50 mL). The extracts were washed with a 15% aqueous solution of sodium thiosulfate (100 mL) then dried (Na2SO4) and the solvent removed in vacuo to afford 4-amino-2-chloro-3-methylphenyl thiocyanate as a brown solid (1.26 g, 90%). Material was used crude in subsequent steps.

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