Propanenitrile, 3-ethoxy- → HCID 13496625, compound

HRID 1731652

Reaction equation

HRID 1731652 reaction equation
[Na].[NH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1)[NH2:3].C(O[CH2:13][CH2:14][C:15]#[N:16])C>C(O)C>[NH2:16][C:15]1[CH2:14][CH2:13][N:2]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=2)[N:3]=1

Participants

5

Reactant 3

HCID 16501Propanenitrile, 3-ethoxy-HCID 786452-HydrazinopyridineHCID 5360545Sodium

Product 1

HCID 13496625HCID 13496625, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 0.58 g. amount of sodium metal is dissolved in 150 ml. of absolute ethanol, then 14.0 g. of 2-hydrazinopyridine is added followed by 12.7 g. of betaethoxypropionitrile. The reaction mixture is refluxed on a steam bath for 16 hours, then the solvent is removed in vacuo. Water is added and the solid collected by filtration. The solid is recrystallized twice from acetone to give 5.55 g. of the product of the Example as tan colored crystals, m.p. 168.5°-171° C.

Workup

  1. temperatureThe reaction mixture is refluxed on a steam bath for 16 hours
  2. customthe solvent is removed in vacuo
  3. additionWater is added
  4. filtrationthe solid collected by filtration
  5. customThe solid is recrystallized twice from acetone
  6. customto give 5.55 g

Sources & evidence

ORD record
ord-4e67e853bdf443e5ae26b09991027a76
Source dataset
uspto-grants-1986_11
Patent number
US04622401

Linked notes

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