Malononitrile → HCID 3260826, compound

HRID 2206298Notes

Reaction equation

HRID 2206298 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:12][CH3:13])[C:9]=1[O:10][CH3:11])[CH:5]=O.[C:14](#[N:18])[CH2:15][C:16]#[N:17].[CH2:19]1[O:23][C:22]2[CH:24]=[C:25]([OH:28])[CH:26]=[CH:27][C:21]=2[O:20]1.N1CCCCC1>C(O)C>[NH2:17][C:16]1[O:28][C:25]2[CH:24]=[C:22]3[O:23][CH2:19][O:20][C:21]3=[CH:27][C:26]=2[CH:5]([C:4]2[CH:7]=[C:8]([O:12][CH3:13])[C:9]([O:10][CH3:11])=[C:2]([Br:1])[CH:3]=2)[C:15]=1[C:14]#[N:18]

Participants

6

Reactant 4

HCID 8010MalononitrileHCID 8082PiperidineHCID 68289SesamolHCID 813793-Bromo-4,5-dimethoxybenzaldehyde

Product 1

HCID 3260826HCID 3260826, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Bromo-4,5-dimethoxy-benzaldehyde (245 mg, 1 mmol), malononitrile (66 mg, 1 mmol) and sesamol (166 mg, 1.2 mmol) were taken in 10 ml ethanol, charged with piperidine (50 μl, 0.5 mmol) and stirred at room temperature for 3 h. The reaction mixture was then stirred at 80° C. for 64 h. Reaction was complete with the desired product. The reaction mixture was first cooled down to room temperature, diluted with water to about 30 ml, precipitates were collected by filtration, washed with 1:1 mixture of water and methanol (30 ml) and dried to pure solids (348 mg, 81%) under high vacuum.

Workup

  1. stirringThe reaction mixture was then stirred at 80° C. for 64 h
  2. customReaction

Sources & evidence

ORD record
ord-ad997272be2b4bfd806202feae0dea28
Source dataset
uspto-grants-2016_06
Patent number
US09371333B2

Reaction notes

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