反应详情

温度

6 °C

The reaction vessel was charged with 11.5 grams (479 moles) of sodium hydride (99%) and 850 ml of dry N,N-dimethylformamide. To this mixture, 132 grams (437 moles) of 7-chloro-1,3-dihydro-3-methyl-5-phenyl-2H-1,3,4-benzotriazepine-2-thione (Example 15) was added with stirring using a screw feed solid addition apparatus while the system was flushed with dry nitrogen. Thirty minutes after addition was completed, the resulting reaction mass was cooled to about 6° C. and 30.0 ml (482 moles) of methyl iodide was added quickly with stirring. The temperature of the reaction mixture rose to about 20° C. The reaction mass was stirred for an additional 30 minutes in an ice bath and for about two hours at ambient temperature. The reaction mixture was poured into about 7 liters of ice water. The yellow precipitate which formed was collected, washed with water, and dissolved in about 1 liter of diethyl ether. The ether solution was washed with water, dried with magnesium sulfate, and concentrated in vacuo on a rotary evaporator. The title compound was left as a viscous yellow-orange oil which solidified on triturating with 100 ml of hexane. The resulting yellow product had a melting point of 100° C. to 102° C. Elemental analysis was used to confirm the structure.

1. additiona screw feed solid addition apparatus while the system
2. customwas flushed with dry nitrogen
3. additionThirty minutes after addition
4. customthe resulting reaction mass
5. stirringwith stirring
6. customrose to about 20° C
7. stirringThe reaction mass was stirred for an additional 30 minutes in an ice bath and for about two hours at ambient temperature
8. customThe yellow precipitate which formed
9. customwas collected
10. washwashed with water
11. dissolutiondissolved in about 1 liter of diethyl ether
12. washThe ether solution was washed with water
13. dry with materialdried with magnesium sulfate
14. concentrationconcentrated in vacuo on a rotary evaporator
15. waitThe title compound was left as a viscous yellow-orange oil which
16. customon triturating with 100 ml of hexane