Dimethylformamide → 3-(Dimethylamino)-1-(furan-3-yl)prop-2-en-1-one

HRID 1278207

Reaction equation

HRID 1278207 reaction equation
[C:1]([C:4]1[CH:8]=[CH:7][O:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:9][N:10]([CH3:13])[CH:11]=O>>[CH3:9][N:10]([CH3:13])[CH:11]=[CH:2][C:1]([C:4]1[CH:8]=[CH:7][O:6][CH:5]=1)=[O:3]

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 8188941-(Furan-3-yl)ethan-1-one

Product 1

HCID 14746553-(Dimethylamino)-1-(furan-3-yl)prop-2-en-1-one

Procedure

A mixture of 50.0 g. of 3-acetylfuran and 60 ml. of N,N-dimethylformamide is heated at reflux temperature for 16 hours. The solvent is removed in vacuo and hexane is added to the residue to give 3-dimethylamino-1-(3-furyl)-2-propen-1-one. A mixture of 0.01 mole of the preceding compound and 0.01 mole of 3-aminopyrazole in glacial acetic acid is refluxed for 8 hours and the solvent removed in vacuo. The residue is purified as described in Example 1 to give the product of the example.

Workup

  1. additionA mixture of 50.0 g
  2. temperatureat reflux temperature for 16 hours
  3. customThe solvent is removed in vacuo and hexane
  4. additionis added to the residue

Sources & evidence

ORD record
ord-0919a2f318b544719afb10e7ed623e2e
Source dataset
uspto-grants-1981_07
Patent number
US04281000

Linked notes

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