Malononitrile → HCID 54377179, compound

HRID 1493110Notes

Reaction equation

HRID 1493110 reaction equation
[S:1]1[CH2:5][C:4](=O)[C:3]2[CH:7]=[CH:8][CH:9]=[CH:10][C:2]1=2.[C:11](#[N:15])[CH2:12][C:13]#[N:14].[N+](=[C:18]1CCCCCCCCC(C2CCCCCCCCCC=2)=C1)=[N-].C(OCC)(=O)C>C(O)C.O>[C:13]([CH:12]([C:11]#[N:15])[CH:18]=[C:4]1[CH2:5][S:1][C:2]2[CH:10]=[CH:9][CH:8]=[CH:7][C:3]1=2)#[N:14]

Participants

7

Reactant 4

HCID 8010MalononitrileHCID 8857Ethyl AcetateHCID 109864131-BENZOTHIOPHEN-3(2H)-ONEHCID 53641097HCID 53641097, compound

Product 1

HCID 54377179HCID 54377179, compoundYield 54%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

One (1) part of benzo[b]thiophen-3(2H)-one and 0.5 parts of malononitrile were dissolved in ethanol, and 0.8 parts of diazobicycloundecene was added dropwise to the solution for 10-hour reaction at room temperature. After the completion of the reaction, ethyl acetate and water were added to the reaction product to separate it into phases, the organic phase of which was concentrated to solid, thereby obtaining 0.7 parts of 3-dicyanoethylidenebenzo[b]thiophene (in a yield of 54%).

Workup

  1. customreaction at room temperature
  2. additionwere added to the reaction product
  3. customto separate it into phases
  4. concentrationthe organic phase of which was concentrated to solid

Sources & evidence

ORD record
ord-6b0d7700806245148bb20c5c5afae718
Source dataset
uspto-grants-1991_06
Patent number
US05021394

Reaction notes

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