HCID 20239805, compound → HCID 13281197, compound

HRID 364728Notes

Reaction equation

HRID 364728 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]2[NH:9][CH2:10][CH2:11][N:12]=2)=[CH:3][CH:2]=1>C(O)C.[Ni]>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]2[NH:12][CH:11]=[CH:10][N:9]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 20239805HCID 20239805, compound

Product 1

HCID 13281197HCID 13281197, compoundYield 62.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Conditions

Temperature
210 °C

Procedure

The mixture of 2-(4-pyridylmethyl)-imidazoline (6.6 g, 0.04M) and Raney-Nickle (3 g) was heated initially at 210° C. and gradually raised to 250° C. in 15 min. After the reaction, the reaction was dissolved in ethanol (50 ml) and filtered to remove the catalyst. The filtrate was stripped to dryness and distilled (0.25 mmHg, 180° C.) to give 2-(4-pyridylmethyl)-imidazole (4.1 g, 62% yield).

Workup

  1. temperaturegradually raised to 250° C. in 15 min
  2. customAfter the reaction
  3. filtrationfiltered
  4. customto remove the catalyst
  5. distillationdistilled (0.25 mmHg, 180° C.)

Sources & evidence

ORD record
ord-08ae93b977ae4424915340605e7d26ba
Source dataset
uspto-grants-1986_08
Patent number
US04605744

Reaction notes

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