Methylhydrazine → 2-(1-Methylhydrazino)imidazoline hydroiodide

HRID 465096Notes

Reaction equation

HRID 465096 reaction equation
[IH:1].CS[C:4]1[NH:5][CH2:6][CH2:7][N:8]=1.[CH3:9][NH:10][NH2:11]>C(O)C>[IH:1].[CH3:9][N:10]([C:4]1[NH:5][CH2:6][CH2:7][N:8]=1)[NH2:11]

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 122212281H-Imidazole, 4,5-dihydro-2-(methylthio)-, hydriodide (1:1)

Product 1

HCID 205363092-(1-Methylhydrazino)imidazoline hydroiodideYield 69%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
-10 °C

Procedure

A solution of 48.8 g of 2-methylthioimidazoline, hydroiodide, 10.0 g of methylhydrazine and 200 ml of ethanol was refluxed for several hours, then clarified and cooled to -10° C. The solid was collected, washed with ether and dried at 60° C. in vacuo, giving 33.4 g of the desired intermediate, mp 146°-147° C.

Workup

  1. customThe solid was collected
  2. washwashed with ether
  3. customdried at 60° C. in vacuo

Sources & evidence

ORD record
ord-c5a60b6aafdd422aacfc0d06f46d2532
Source dataset
uspto-grants-1985_10
Patent number
US04550169

Reaction notes

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