Dimethylformamide → HCID 178429397, compound

HRID 275952Notes

Reaction equation

HRID 275952 reaction equation
[C:1]([O:7]CC)(=O)[CH2:2][C:3]([CH3:5])=O.C(=O)(O)O.[F:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH2:24])=[NH:23])=[CH:17][CH:16]=1.CN(C)C=O>C(OCC)C>[CH3:5][C:3]1[N:23]=[C:22]([NH:21][C:18]2[CH:19]=[CH:20][C:15]([F:14])=[CH:16][CH:17]=2)[N:24]=[C:1]([OH:7])[CH:2]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 8868Ethyl AcetoacetateHCID 178512555HCID 178512555, compound

Product 1

HCID 178429397HCID 178429397, compoundYield 30.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture solution of ethyl acetoacetate(3.8 ml, 30.3 mmol), 4-fluorophenylguanidine carbonate(5 g, 26.3 mmol), and dimethylformamide(5 ml) was refluxed for 2 hours and cooled to a room temperature. Ethyl ether was added to the reaction mixture and the resulting solid was filtered, washed with ethyl ether, and concentrated under a reduced pressure to give 1.74 g of the titled compound. (Yield 30%)

Workup

  1. filtrationthe resulting solid was filtered
  2. washwashed with ethyl ether
  3. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-dfc71ebc9b8b42fa8da34791b4e01786
Source dataset
uspto-grants-2002_03
Patent number
US06352993B1

Reaction notes

Loading…