Acetonitrile → HCID 13448027, compound

HRID 1031066Notes

Reaction equation

HRID 1031066 reaction equation
[CH:1]([NH:3][CH:4]([C:10]([O-:12])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:2].[C:13](=O)([O-])[O-].[K+].[K+].ClC[CH2:21][CH2:22][CH3:23].[C:24](#N)[CH3:25]>CCOCC>[CH2:8]([O:7][C:5](=[O:6])[C:4]([CH2:13][C:22]([CH3:21])=[CH2:23])([NH:3][CH:1]=[O:2])[C:10]([O:12][CH2:24][CH3:25])=[O:11])[CH3:9]

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 8005Butyl ChlorideHCID 11430Potassium CarbonateHCID 85670808HCID 85670808, compound

Product 1

HCID 13448027HCID 13448027, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherCatalyst

Procedure

A solution of 30 g of ethyl formamido-malonate in 300 ml of acetonitrile was added to a mixture of 40 g of potassium carbonate, 0.380 g of 18 crown 6 ether catalyst and 39.9 g of chloromethylpropane and the mixture was refluxed for 3 hours and then filtered. The filtrate was dried and cooled to 0° to 5° C. The precipitate was taken up in isopropyl ether and filtered. The product was washed with isopropyl ether and was dried under reduced pressure to obtain 25.2 g of the desired product melting at 72° C.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. filtrationfiltered
  3. customThe filtrate was dried
  4. temperaturecooled to 0° to 5° C
  5. filtrationfiltered
  6. washThe product was washed with isopropyl ether
  7. customwas dried under reduced pressure

Sources & evidence

ORD record
ord-9515aa987d6b4742a6e9a58653fc6545
Source dataset
uspto-grants-1992_04
Patent number
US05108990

Reaction notes

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