反応 #217154

反応方程式

hydrochloric acid

3-t-butyl-5-carboethoxymethylthio-1,2,4-1H-triazole

dimethyl carbamoyl chloride

triethylamine

→

1-dimethylcarbamoyl-3-t-butyl-5-carboethoxymethylthio-1,2,4-1H-triazole

収率 96.8%

溶媒

THF

water

ethyl ether

反応条件

後処理

1. 1
   温度to reflux
2. 2
   その他to react for an additional 1.5 hours whereon the temperature
3. 3
   その他slowly returns to room temperature
4. 4
   その他The aqueous layer is separated
5. 5
   洗浄The combined aqueous layers are washed with 2 liters of brine
6. 6
   乾燥dried over magnesium sulfate
7. 7
   濃縮concentrated under vacuum

実験手順

To a solution of 813 g (3.34 mole) of 3-t-butyl-5-carboethoxymethylthio-1,2,4-1H-triazole in 2 liters of THF was added 395 g (3.67 mole) of dimethyl carbamoyl chloride and 50 g (0.4 mole) of 4-dimethylaminopyridine. To this solution is slowly added 675 g (6.68 mole) of triethylamine, whereon the reaction exotherms to reflux. The reaction is allowed to react for an additional 1.5 hours whereon the temperature slowly returns to room temperature. One liter of ethyl ether, 2 liters of water, 2 kgs of ice are added and the mixture is acidified with concentrated aqueous hydrochloric acid. The aqueous layer is separated and backwashed with 1 liter of ethyl ether before discarding. The combined aqueous layers are washed with 2 liters of brine, dried over magnesium sulfate, and concentrated under vacuum to afford 1016 g of 1-dimethylcarbamoyl-3-t-butyl-5-carboethoxymethylthio-1,2,4-1H-triazole as a tan solid.

出典