Ethyl Bromide → HCID 178462785, compound
Reaction equation
[NH2:1][N:2]1[CH:6]=[CH:5][N:4]=[N:3]1.[CH2:7]([Br:9])[CH3:8]>C(#N)C>[Br-:9].[NH2:1][N+:2]1[CH:6]=[CH:5][N:4]([CH2:7][CH3:8])[N:3]=1Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In a 100 ml glass reactor, equipped with a magnetic stirrer was placed 2.00 g (3.8 mmoles) of 1-amino-1,2,3-triazole (1) and dissolved in 40 ml of acetonitrile. To the reaction mixture was added 12.05 g (110.5 mmoles) of ethyl bromide and the reactor was sealed. The reaction mixture was stirred vigorously at 45° C. until all 1-amino-1,2,3-triazole was consumed. As the reaction progressed, white crystals of 1-amino-3-ethyl-1,2,3-triazolium bromide (2b) precipitated. The reaction mixture was cooled down to room temperature. The product salt was filtered and washed with several aliquots (50 ml total) of diethyl ether. The mother liquor was concentrated by distillation under reduced pressure, resulting in a second crop of crystals that were filtered, washed with diethyl ether, combined with the first crop and dried under high vacuum, resulting in a good yield of 3.82 g (83%) of 1-amino-3-ethyl-1,2,3-triazoliumbromide (2b), mp 117-118° C.
Workup
- customIn a 100 ml glass reactor, equipped with a magnetic stirrer
- customthe reactor was sealed
- customwas consumed
- customwhite crystals of 1-amino-3-ethyl-1,2,3-triazolium bromide (2b) precipitated
- filtrationThe product salt was filtered
- washwashed with several aliquots (50 ml total) of diethyl ether
- concentrationThe mother liquor was concentrated by distillation under reduced pressure
- customresulting in a second crop of crystals that
- filtrationwere filtered
- washwashed with diethyl ether
- customdried under high vacuum
Sources & evidence
- ORD record
- ord-d0d84cccbc8e413ab0cb204f9635d956
- Source dataset
- uspto-grants-2009_06
- Patent number
- US07550601B1
Reaction notes
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