Ethanol → N-(2-(2,5-Dimethyl-1H-pyrrol-1-yl)ethyl)acetamide

HRID 1904218Notes

Reaction equation

HRID 1904218 reaction equation
[CH2:1]([CH2:5][C:6](=O)[CH3:7])[C:2]([CH3:4])=O.C([CH:12]([NH2:15])[CH2:13][NH2:14])(=O)C.[CH2:16]([OH:18])[CH3:17]>>[CH3:4][C:2]1[N:15]([CH2:12][CH2:13][NH:14][C:16](=[O:18])[CH3:17])[C:6]([CH3:7])=[CH:5][CH:1]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 80352,5-HexanedioneHCID 21226596HCID 21226596, compound

Product 1

HCID 13770049N-(2-(2,5-Dimethyl-1H-pyrrol-1-yl)ethyl)acetamide

Procedure

171.2 g (1.5 mol) of acetonylacetone and 153.2 g (1.5 mol) of 1-acetylethylenediamine are heated under reflux in 1.8 l of ethanol for 3 h. The reaction mixture is concentrated, and the residue is recrystallized from toluene. Yield: 259.3 g (96% of theory), Melting point: 106°-107° C. Elemental analysis: C10H16N2O (180.25) calculated: C 66.6 H 8.9 N 15.5 0 8.9 found: C 66.8 H 8.8 N 15.6 0 8.9

Workup

  1. concentrationThe reaction mixture is concentrated
  2. customthe residue is recrystallized from toluene

Sources & evidence

ORD record
ord-f1e84a884cfe476a9344f97a51690bae
Source dataset
uspto-grants-1989_06
Patent number
US04837225

Reaction notes

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