Ethanol → HCID 19830020, compound

HRID 1493572Notes

Reaction equation

HRID 1493572 reaction equation
[CH2:1]([NH2:3])C.[CH2:4]=O.[N+:6]([CH:9]=[C:10]([N:19]([CH3:21])[CH3:20])[NH:11][CH2:12][C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)([O-:8])=[O:7].[CH2:22](O)[CH3:23]>>[CH2:22]([N:3]1[CH2:1][C:9]([N+:6]([O-:8])=[O:7])=[C:10]([N:19]([CH3:21])[CH3:20])[N:11]([CH2:12][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[CH2:4]1)[CH3:23]

Participants

5

Reactant 4

HCID 702EthanolHCID 712FormaldehydeHCID 6341EthylamineHCID 70156947HCID 70156947, compound

Product 1

HCID 19830020HCID 19830020, compound

Procedure

1.6 ml of ethylamine and 2.2 ml of formaldehyde (37% aqueous), dissolved in 30 ml of ethanol, are added to 3.0 g of 1-nitro-2-dimethylamino-2-(N-pyridin-3-ylmethylamino)-ethylene, and the whole is stirred at room temperature for 24 hours. After concentrating the reaction solution by evaporation in a rotary evaporator under a water-jet vacuum, the residue is purified by column chromatography over silica gel. The column is eluted with dichloromethane/10% methanol. After evaporating the solvent in vacuo, the end product, which is obtained in the form of yellowish crystals, is isolated. M.p. 97-98° C.

Workup

  1. concentrationAfter concentrating the reaction solution
  2. customby evaporation
  3. customin a rotary evaporator under a water-jet vacuum
  4. customthe residue is purified by column chromatography over silica gel
  5. washThe column is eluted with dichloromethane/10% methanol
  6. customAfter evaporating the solvent in vacuo
  7. customthe end product, which is obtained in the form of yellowish crystals
  8. customis isolated

Sources & evidence

ORD record
ord-f5efaeb0ea974421908c4840470cb2b4
Source dataset
uspto-grants-1991_06
Patent number
US05023259

Reaction notes

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