Ethanol → HCID 14744933, compound

HRID 1639222Notes

Reaction equation

HRID 1639222 reaction equation
[C:1]([C:3]([C:17]#[N:18])=[CH:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[C:7]([O:15][CH3:16])[CH:6]=1)#[N:2].C(O)C.[C-:22]#[N:23].[Na+]>O.C(O)(=O)C>[C:1]([CH:3]([C:17]#[N:18])[CH:4]([C:22]#[N:23])[C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[C:7]([O:15][CH3:16])[CH:6]=1)#[N:2]

Participants

6

Reactant 3

HCID 702EthanolHCID 8929Sodium CyanideHCID 21888Malononitrile, (3,4,5-trimethoxybenzylidene)-

Product 1

HCID 14744933HCID 14744933, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

To a suspension of 1,1-dicyano-2-(3,4,5-trimethoxyphenyl) ethene (8.5 g, 0.035 moles) in boiling ethanol (150 ml), sodium cyanide (1.77 g, 0.0351 moles) was added dropwise from a pipette. A dark solution formed which was additioned with distilled water (500 ml) and acidified with glacial acetic acid (to pH 2) at room temperature. No precipitate formed. With stirring, water (20 ml) was added, consequently precipitating out dirty white crystals. The crystals were filtered, washed repeatedly with water (500 ml) and dried in a vacuum oven. The product was recrystallised from ethanol.

Workup

  1. additionwas added dropwise from a pipette
  2. customA dark solution formed which
  3. customNo precipitate formed
  4. customconsequently precipitating out dirty white crystals
  5. filtrationThe crystals were filtered
  6. washwashed repeatedly with water (500 ml)
  7. customdried in a vacuum oven
  8. customThe product was recrystallised from ethanol

Sources & evidence

ORD record
ord-ce4f4518c8d142d0b8bdaf085a9e5ede
Source dataset
uspto-grants-1989_11
Patent number
US04883747

Reaction notes

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