Cyanoacetamide → HCID 22707993, compound

HRID 353222Notes

Reaction equation

HRID 353222 reaction equation
[Na].[O:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7](=O)/[CH:8]=[C:9](/[O:12][CH:13]([CH3:15])[CH3:14])\SC.[C:17]([CH2:19][C:20]([NH2:22])=[O:21])#[N:18]>C(O)(C)C>[O:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]1[NH:22][C:20](=[O:21])[C:19]([C:17]#[N:18])=[C:9]([O:12][CH:13]([CH3:15])[CH3:14])[CH:8]=1

Participants

5

Reactant 3

HCID 7898CyanoacetamideHCID 5360545SodiumHCID 60091526HCID 60091526, compound

Product 1

HCID 22707993HCID 22707993, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Sodium (309 mg, 13.4 mmol) was dissolved in isopropanol (46 mL). Then, (Z)-1-(2-furyl)-3-isopropoxy-3-(methylsulfanyl)-2-propen-1-one (3.03 g, 13.4 mmol) and 2-cyanoacetamide (1.13 g, 13.4 mmol) were added thereto, followed by stirring overnight at room temperature. Ice-water was added to the reaction solution, and then the solid was collected by filtration, and washed with water and diethyl ether, to give the title compound (2.3 g, 70%).

Workup

  1. filtrationthe solid was collected by filtration
  2. washwashed with water and diethyl ether

Sources & evidence

ORD record
ord-69eaa9961faa4a79a7500d69d4374a09
Source dataset
uspto-grants-2004_06
Patent number
US06750232B2

Reaction notes

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