Sodium Cyanide → HCID 69987899, compound

HRID 1860352Notes

Reaction equation

HRID 1860352 reaction equation
[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([CH:16]=[C:17]([C:28]#[N:29])[C:18]3[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=3)=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2].[C-:30]#[N:31].[Na+].C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4]>CN(C)C=O.O.C(Cl)(Cl)Cl>[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([C:16]([C:30]#[N:31])=[C:17]([C:28]#[N:29])[C:18]3[CH:19]=[CH:20][C:21]([C:24]([F:27])([F:25])[F:26])=[CH:22][CH:23]=3)=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2]

Participants

7

Reactant 3

HCID 8929Sodium CyanideHCID 69988159HCID 69988159, compoundHCID 178418268HCID 178418268, compound

Product 1

HCID 69987899HCID 69987899, compoundYield 24.1%

Reagents, catalysts & solvents 3

HCID 962WaterSolvent2×HCID 6212ChloroformSolventHCID 6228DimethylformamideSolvent

Procedure

0.78 g (2.00 mmol) of N-ethyl-3-(2-cyano-2-(4-trifluoromethylphenyl)ethenyl) carbazole and 10 ml of N,N-dimethylformamide as solvent were placed in a 200 ml four-necked flask with a mechanical stirrer and bulb-shaped cooler. To this was added an aqueous solution prepared from 0.10 g (2.00 mmol) of sodium cyanide and 1.0 ml of water, which was stirred for 10 minutes. Further, 0.88 g (2.00 mmol) of lead tetraacetate was added. The resultant product was subjected to the reaction for 30 minutes. After the reaction was completed, 100 ml of chloroform was added. To the resultant solution was added 50 ml of water. The resultant liquid was washed in a separatory funnel. To the washed liquid was added sodium sulfate, which was left to stand for 30 minutes and dehydrated. The dehydrated solution was concentrated in an evaporator and dried under vacuum to obtain 0.20 g of a yellow solid. The yield of the synthesized compound was 24%, and its melting point was 180-182° C. The IR chart is shown in FIG. 17.

Workup

  1. additionTo this was added an aqueous solution
  2. washThe resultant liquid was washed in a separatory funnel
  3. additionTo the washed liquid was added sodium sulfate, which
  4. waitwas left
  5. waitto stand for 30 minutes
  6. concentrationThe dehydrated solution was concentrated in an evaporator
  7. customdried under vacuum

Sources & evidence

ORD record
ord-6d07a612920a4b13a9df816766f17d0f
Source dataset
uspto-grants-2003_03
Patent number
US06528657B2

Reaction notes

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