Acetic Acid → HCID 136408868, compound

HRID 67992Notes

Reaction equation

HRID 67992 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][N:4]=[C:3]1[CH2:7][C:8]#[N:9].C(O)(=O)C.[N:14]([O-])=[O:15].[Na+]>O>[CH3:1][N:2]1[CH2:6][CH2:5][N:4]=[C:3]1[C:7](=[N:14][OH:15])[C:8]#[N:9]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 201559001-Methyl-2-cyanomethyl-2-imidazolineHCID 23668193Sodium Nitrite

Product 1

HCID 136408868HCID 136408868, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

12.3 g (0.1 mol) of 1-methyl-2-cyanomethyl-2-imidazoline are initially introduced into 50 ml of glacial acetic acid. A solution of 7.8 g (0.1 mol) of NaNO2 in 20 ml of water is added dropwise at about 15°, with cooling. The mixture is stirred for 2 hours, cooled and filtered and the residue is washed with a little cold water. This yields 11 g (=73% of theory) of end product, which is recrystallised from methanol; melting point 216.5° C.

Workup

  1. temperaturewith cooling
  2. temperaturecooled
  3. filtrationfiltered
  4. washthe residue is washed with a little cold water
  5. customThis yields 11 g (=73% of theory) of end product, which is recrystallised from methanol

Sources & evidence

ORD record
ord-736866a998c54140b83a1f79828fe7a0
Source dataset
uspto-grants-1982_08
Patent number
US04347372

Reaction notes

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