1H-1,2,4-Triazole → HCID 22372689, compound
Reaction equation
Cl[CH:2]([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH2:7][C:6]=2[CH:5]=1)[CH3:3].[NH:17]1[CH:21]=[N:20][CH:19]=[N:18]1>O>[CH:5]1[C:6]2[CH2:7][C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:14]=2[CH:15]=[CH:16][C:4]=1[CH:2]([N:17]1[CH:21]=[N:20][CH:19]=[N:18]1)[CH3:3]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
The thus obtained 2-(1-chloroethyl)-9H-fluorene was mixed with 1,2,4-triazole (1.31 g) and heated at 120° C. for 30 minutes without further adding solvent. After cooling, water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated and then the resulting residue was subjected to silica gel column chromatography. First, elution was carried out with a mixed solvent of chloroform and methanol (50:1), and the thus obtained crude crystals were recrystallized from a mixed solvent of ether and ethyl acetate to obtain 0.24 g of 1-[1-(9H-fluoren-2-yl) ethyl]-1H-1,2,4-triazole (Example 5). Thereafter, crude crystals obtained from the chloroform-methanol (50:1) eluate were recrystallized from a mixed solvent of ethyl acetate and ether to obtain 0.25 g of 4-[1-(9H-fluoren-2-yl) ethyl]-4H-1,2,4-triazole (Example 6).
Workup
- temperatureAfter cooling
- extractionfollowed by extraction with ethyl acetate
- dry with materialThe organic layer was dried over anhydrous magnesium sulfate
- customthe solvent was evaporated
- washFirst, elution
- customthe thus obtained crude crystals
- customwere recrystallized from a mixed solvent of ether and ethyl acetate
Sources & evidence
- ORD record
- ord-53072c8fe8e541ee852c40d180f35759
- Source dataset
- uspto-grants-1998_09
- Patent number
- US05807880
Reaction notes
Loading…