2,2,2-Trifluoroethylhydrazine → 4,5-dihydro-2-[2-(2,2,2-trifluoroethyl)hydrazino]-1H-imidazole, hydroiodide

HRID 465104

Reaction equation

HRID 465104 reaction equation
[IH:1].CS[C:4]1[NH:5][CH2:6][CH2:7][N:8]=1.[F:9][C:10]([F:15])([F:14])[CH2:11][NH:12][NH2:13]>C(O)C>[IH:1].[F:9][C:10]([F:15])([F:14])[CH2:11][NH:12][NH:13][C:4]1[NH:5][CH2:6][CH2:7][N:8]=1

Participants

4

Reactant 2

HCID 787402,2,2-TrifluoroethylhydrazineHCID 122212281H-Imidazole, 4,5-dihydro-2-(methylthio)-, hydriodide (1:1)

Product 1

HCID 1317143984,5-dihydro-2-[2-(2,2,2-trifluoroethyl)hydrazino]-1H-imidazole, hydroiodide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 12.2 g of 2-methylthioimidazoline, hydroiodide in 30 ml of ethanol was slowly added 12.6 g of 2,2,2-trifluoroethyl hydrazine, dropwise over 30 minutes. This mixture was refluxed overnight, then evaporated to an oil which crystallized on standing, giving 4,5-dihydro-2-[2-(2,2,2-trifluoroethyl)hydrazino]-1H-imidazole, hydroiodide, a one gram portion of which was reacted as described in Example 33, giving 1.0 g of the desired product, mp>290° C.

Workup

  1. temperatureThis mixture was refluxed overnight
  2. customevaporated to an oil which
  3. customcrystallized

Sources & evidence

ORD record
ord-67b5c6a5a2cd471481aa92f5eaf23e6f
Source dataset
uspto-grants-1985_10
Patent number
US04550169

Linked notes

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