N-(1-ethyl-1-phenylpropyl)acrylamide → 3-[4-(cyanomethyl)imidazol-1-yl]-N-(1-ethyl-1-phenylpropyl)propionamide

HRID 323988Notes

Reaction equation

HRID 323988 reaction equation
[CH2:1]([C:3]([NH:12][C:13](=[O:16])[CH:14]=[CH2:15])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:4][CH3:5])[CH3:2].[C:17]([CH2:19][C:20]1[N:21]=[CH:22][NH:23][CH:24]=1)#[N:18]>O1CCOCC1>[C:17]([CH2:19][C:20]1[N:21]=[CH:22][N:23]([CH2:15][CH2:14][C:13]([NH:12][C:3]([CH2:4][CH3:5])([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:1][CH3:2])=[O:16])[CH:24]=1)#[N:18]

Participants

4

Reactant 2

HCID 18349645N-(1-ethyl-1-phenylpropyl)acrylamideHCID 178510863HCID 178510863, compound

Product 1

HCID 220074653-[4-(cyanomethyl)imidazol-1-yl]-N-(1-ethyl-1-phenylpropyl)propionamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In a similar manner to Example 24, N-(l-ethyl-1-phenylpropyl)acrylamide (6.1 g) and 4-cyanomethylimidazole (3.0 g, Sigma Chemicals) were reacted in 1,4-dioxane (60 ml) in the presence of Triton B (0.8 ml) to give 3-[4-(cyanomethyl)imidazol-1-yl]-N-(1-ethyl-1-phenylpropyl)propionamide, m.p. 121-122° C.

Sources & evidence

ORD record
ord-7d58087082644246b1c87686392eed23
Source dataset
uspto-grants-2001_04
Patent number
US06215001B1

Reaction notes

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