Ethyl Bromide → HCID 178462785, compound

HRID 1987506Notes

Reaction equation

HRID 1987506 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]=1

Participants

4

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

  1. customIn a 100 ml glass reactor, equipped with a magnetic stirrer
  2. customthe reactor was sealed
  3. customwas consumed
  4. customwhite crystals of 1-amino-3-ethyl-1,2,3-triazolium bromide (2b) precipitated
  5. filtrationThe product salt was filtered
  6. washwashed with several aliquots (50 ml total) of diethyl ether
  7. concentrationThe mother liquor was concentrated by distillation under reduced pressure
  8. customresulting in a second crop of crystals that
  9. filtrationwere filtered
  10. washwashed with diethyl ether
  11. 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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