Isobutyraldehyde → HCID 70559858, compound

HRID 1774293Notes

Reaction equation

HRID 1774293 reaction equation
[CH:1](=O)[CH:2]([CH3:4])[CH3:3].[CH3:6][C:7]([CH:9]([CH3:11])[CH3:10])=O.[C:12](#[N:16])[CH2:13][C:14]#[N:15].C([O-])(=O)C.[NH4+:21]>>[NH2:15][C:14]1[N:21]=[C:1]([CH:2]([CH3:4])[CH3:3])[CH:6]=[C:7]([CH:9]([CH3:11])[CH3:10])[C:13]=1[C:12]#[N:16]

Participants

5

Reactant 4

HCID 6561IsobutyraldehydeHCID 8010MalononitrileHCID 112513-Methyl-2-butanoneHCID 517165Ammonium Acetate

Product 1

HCID 70559858HCID 70559858, compoundYield 50%

Procedure

Isobutyraldehyde (370 μl, 4 mmol), isopropyl methyl ketone (250 μl, 4 mmol), malononitrile (264 mg, 4 mmol) e ammonium acetate (462 mg, 6 mmol) were placed in a microwave tube and irradiated with microwaves (Solvent: none; Power: 250 W; Ramp time: 1 min; Heating time: 10 min; Temperature: 100° C.; Pressure: 250 psi; Stirring: on; Cooling: on). At the end of the microwave irradiation cycle, the solvent was removed under reduced pressure. The crude product was purified by flash chromatography on silica gel (methylene chloride/methanol=90/10) to obtain 2-amino-4,6-diisopropylnicotinonitrile in 50% yield.

Workup

  1. customirradiated with microwaves (Solvent: none; Power: 250 W; Ramp time: 1 min; Heating time: 10 min; Temperature: 100° C.; Pressure: 250 psi; Stirring: on; Cooling: on)
  2. customAt the end of the microwave irradiation cycle
  3. customthe solvent was removed under reduced pressure
  4. customThe crude product was purified by flash chromatography on silica gel (methylene chloride/methanol=90/10)

Sources & evidence

ORD record
ord-92249b56be524a45ba98433c60f06348
Source dataset
uspto-grants-2016_02
Patent number
US09260394B2

Reaction notes

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