2-Hydrazinoethanol → HCID 178423917, compound

HRID 1062797Notes

Reaction equation

HRID 1062797 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][NH2:5].[C:6]([CH:8]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)[C:9](OCC)=[O:10])#[N:7]>C(O)C>[NH2:7][C:6]1[N:4]([CH2:3][CH2:2][OH:1])[N:5]=[C:9]([OH:10])[C:8]=1[C:14]1[CH:15]=[CH:16][C:17]([CH3:20])=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 80172-HydrazinoethanolHCID 10867409Ethyl 2-cyano-2-(p-tolyl)acetate

Product 1

HCID 178423917HCID 178423917, compoundYield 26.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Hydroxyethylhydrazine (5.87 g) was added dropwise over 5 minutes to a stirred solution of ethyl cyano-(4-methylphenyl)acetate (Synthesis, 1985, 5, 506) (10.14 g) in absolute ethanol (200 ml) and the resulting mixture was then heated under reflux overnight. The reaction mixture was cooled to room temperature and the ethanol was evaporated under reduced pressure. The resulting yellow/orange oil was triturated with methanol and the solid was isolated by filtration to give the title compound as a white solid (3.1 g).

Workup

  1. temperaturethe resulting mixture was then heated
  2. temperatureunder reflux overnight
  3. customthe ethanol was evaporated under reduced pressure
  4. customThe resulting yellow/orange oil was triturated with methanol
  5. customthe solid was isolated by filtration

Sources & evidence

ORD record
ord-13fced8ba2ae4e7db2b98b7ae7465eae
Source dataset
uspto-grants-2005_11
Patent number
US06962923B2

Reaction notes

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