반응 #48536

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4-amino-1,2,4-triazole

4-amino-1,2,4-triazole

Bromomethylcyclopropane

4-amino-1,2,4-triazole acetonitrile

acetonitrile

→

1-methylcyclopropyl-4-amino-1,2,4-triazolium bromide

용매

isopropanol

diethyl ether

반응 조건

후처리

1. 1
   기타round bottomed 250 ml flask equipped with an overhead stirrer
2. 2
   기타Reaction mixture
3. 3
   온도The reaction solution was then cooled
4. 4
   기타transferred to a large round bottomed flask
5. 5
   기타the solvent and excess bromomethylcyclopropane rotary evaporated away
6. 6
   기타The oil was transferred to a preweighed Schlenk flask
7. 7
   기타The flask and its contents were evacuated for 20 hours at ambient temperature
8. 8
   기타to leave a beige crystalline solid
9. 9
   기타This solid was then transferred to a 500 ml round bottom flask
10. 10
    기타was then placed in a refrigerator overnight
11. 11
    온도to cool

실험 절차

4-amino-1,2,4-triazole 3.2154 g, 38.2 mmoles, was weighed out and dissolved into 100 ml of acetonitrile in three necked, round bottomed 250 ml flask equipped with an overhead stirrer. Bromomethylcyclopropane, 10.7539 g, 79.6 mmoles, was weighed out and added slowly to the vigorously stirred 4-amino-1,2,4-triazole/acetonitrile solution. Reaction mixture was heated to 50° C. for 5 days, at which time, thin layer chromatography revealed that no 4-amino-1,2,4-triazole remained. The reaction solution was then cooled, and transferred to a large round bottomed flask and the solvent and excess bromomethylcyclopropane rotary evaporated away. The oil was transferred to a preweighed Schlenk flask using a minimal amount of acetonitrile three 10 ml aliquots. The flask and its contents were evacuated for 20 hours at ambient temperature to leave a beige crystalline solid. This solid was then transferred to a 500 ml round bottom flask, and dissolved in hot isopropanol 200 ml. The flask was then placed in a refrigerator overnight to cool. The next day the solution was layered with 100 ml of diethyl ether and returned to cold storage. Upon standing, a large crop of white crystals were formed of 1-methylcyclopropyl-4-amino-1,2,4-triazolium bromide which were washed with three 50 ml aliquots of cold isopropyl alcohol and vacuum dried to a constant weight of 4.8167 g, 22 mmoles. Melting point: 61-63° C.; DSC onset: 150-155° C.

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