Acetic Acid → HCID 15077436, compound

HRID 1650659Notes

Reaction equation

HRID 1650659 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)=[CH2:2].[CH3:9][C:10]1[NH:11][CH:12]=[CH:13][N:14]=1.C(O)(=O)C.C>C(Cl)Cl>[CH3:9][C:10]1[N:11]([CH2:2][CH2:1][C:3]2[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=2)[CH:12]=[CH:13][N:14]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 297MethaneHCID 75024-VinylpyridineHCID 127492-Methylimidazole

Product 1

HCID 15077436HCID 15077436, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
130 °C

Procedure

A stirred solution containing 52.5 g (0.50 mol) of 4-vinylpyridine, 36.9 g (0.45 mol) of 2-methylimidazole and 1.1 g of glacial acetic acid was heated to an internal temperature of 130° C. under a nitrogen atmosphere, maintained at this temperature for 5 hours, and then allowed to stand overnight at room temperature. The resultant solidified mass was dissolved in 150 ml of methylene dichloride, treated with charcoal, filtered through Celite and then concentrated in vacuo. The crude residue was crystallized from a mixture of methylene chloride and pentane in a ratio of 1:2.5 as the eluent to yield a solid.

Workup

  1. temperaturemaintained at this temperature for 5 hours
  2. filtrationfiltered through Celite
  3. concentrationconcentrated in vacuo
  4. customThe crude residue was crystallized from a mixture of methylene chloride and pentane in a ratio of 1:2.5 as the eluent
  5. customto yield a solid

Sources & evidence

ORD record
ord-9fc15835615449068e1cc7c4e70a2326
Source dataset
uspto-grants-1990_05
Patent number
US04925851

Reaction notes

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