4-Amino-3-penten-2-one → HCID 18962945, compound

HRID 1707276Notes

Reaction equation

HRID 1707276 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:22])[C:8](=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=1)[C:9](=O)[CH3:10].[NH2:23][C:24](=[CH:26][C:27](=[O:29])[CH3:28])[CH3:25]>CO>[C:27]([C:26]1[CH:12]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=2)[C:8]([C:7](=[O:22])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][Br:1])=[C:9]([CH3:10])[NH:23][C:24]=1[CH3:25])(=[O:29])[CH3:28]

Participants

4

Reactant 2

HCID 1368734-Amino-3-penten-2-oneHCID 53636724HCID 53636724, compound

Product 1

HCID 18962945HCID 18962945, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

42 g (0.11 mol) 1-bromo-7-(3-nitrophenyl-methylene)-6,8-nonanedione and 22 g (0.22 mmol) 2-amino-2-penten-4-one are boiled under reflux in 270 ml methanol for 20 h. The mixture is concentrated and the residue is chromatographed over silica gel with toluene/acetone=95/5. The title compound is obtained as a yellow oil. Yield: 22 g (44%).

Workup

  1. concentrationThe mixture is concentrated
  2. customthe residue is chromatographed over silica gel with toluene/acetone=95/5

Sources & evidence

ORD record
ord-39d96a863111445ab238f1df311ac60d
Source dataset
uspto-grants-1994_10
Patent number
US05352684

Reaction notes

Loading…