反応 #11292

反応方程式

3-Amino-1,2,4-triazole

ethyl-2-chloro-acetoacetate

→

5-Chloro-4-hydroxy-6-methyl-1,3,3a,7-tetraazaindene

溶媒

Et2O MeOH

acetic acid

DMSO

DMF

反応条件

後処理

1. 1
   その他a solid started precipitating
2. 2
   温度Reflux
3. 3
   workup.WAITcontinued for one hour
4. 4
   ろ過The crude product was filtered off
5. 5
   洗浄washed with hot methanol (2×10 ml)
6. 6
   その他dried in an oven at 90° C.
7. 7
   その他to give 5.9 g (64%) of pure TAI-3
8. 8
   その他starts darkening at ˜308° C.
9. 9
   その他decomposes at temperatures >325° C.

実験手順

3-Amino-1,2,4-triazole (4.2 g, 0.05 mol) and ethyl-2-chloro-acetoacetate (12.64 g, 0.0768 mol) were refluxed in acetic acid (15 ml) under a nitrogen atmosphere. The reaction mixture first turned into a clear yellow solution and after about 15 minutes a solid started precipitating. Reflux continued for one hour. The crude product was filtered off, washed with hot methanol (2×10 ml), and dried in an oven at 90° C. to give 5.9 g (64%) of pure TAI-3. TLC (in Et2O/MeOH, 70:30 v/v) showed only one spot. The compound is soluble in hot DMF and DMSO. mp=starts darkening at ˜308° C. and decomposes at temperatures >325° C.

出典