Malononitrile → HCID 23130750, compound

HRID 2080019Notes

Reaction equation

HRID 2080019 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[CH:7]=O.[C:9](#[N:13])[CH2:10][C:11]#[N:12]>C(O)C.N1CCCCC1>[NH2:13][C:9]1[N:1]=[C:2]2[S:3][CH:4]=[CH:5][C:6]2=[CH:7][C:10]=1[C:11]#[N:12]

Participants

5

Reactant 2

HCID 8010MalononitrileHCID 10261099HCID 10261099, compound

Product 1

HCID 23130750HCID 23130750, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

2-Amino-thiophene-3-carbaldehyde described in Preparation Example T-4 (38 mg, 0.30 mmol) and malononitrile (20 mg, 0.30 mmol) were dissolved in ethanol (1 mL) to which piperidine (several drops) had been added, and the solution was stirred for 1 hour under reflux. The reaction solution was cooled to room temperature, and the solvent was evaporated in vacuo. The residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=10:1), and the title compound (50 mg, 0.29 mmol, 96%) was obtained as a white solid.

Workup

  1. additionhad been added
  2. temperatureunder reflux
  3. customthe solvent was evaporated in vacuo
  4. customThe residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=10:1)

Sources & evidence

ORD record
ord-1520bdf677264891aa927f292d15c3b7
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

Loading…