Reaction equation
[NH2:1][N:2]1[CH:6]=[N:5][N:4]=[CH:3]1.[Br:7][CH2:8][CH2:9][OH:10].C(O)(C)C>C(#N)C>[CH2:9]([OH:10])[CH3:8].[Br-:7].[NH2:1][N:2]1[CH:6]=[NH+:5][N:4]=[CH:3]1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
5.000 grams, 59.4 mmoles of 4-amino-1,2,4-triazole was dissolved in 200 ml of fresh acetonitrile and stirred vigorously. 29.800 grams of 2-bromoethanol was added slowly to the solution by pipet. After the addition was complete, the reaction mixture was heated for 20 hours at 80° C., until thin layer chromatography revealed that all of the 4-amino-1,2,4-triazole had been consumed. The reaction mixture was then allowed to cool to room temperature and then was rotary evaporated down to leave a viscous oil. Hot isopropyl alcohol was added to the oil dissolving it. Storage of the resultant solution in a refrigerator resulting in a large crop of a viscous oil of 1-ethanol-4-amino-1,2,4-triazolium bromide, 9.9332 g, 47.5 mmoles. Melting point 0-5° C.; DSC onset 180° C.
Workup
- additionAfter the addition
- customhad been consumed
- temperatureto cool to room temperature
- customwas rotary evaporated down
- customto leave a viscous oil
- dissolutiondissolving it
Sources & evidence
- ORD record
- ord-636d9b24fc2f447daf8cdd76a40f5893
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07745635B1
Linked notes
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