Methacrylonitrile → HCID 20228176, compound

HRID 1731668Notes

Reaction equation

HRID 1731668 reaction equation
[Na].[NH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[N:5]=1)[NH2:3].[C:11](#[N:15])[C:12]([CH3:14])=[CH2:13]>C(O)C>[NH2:15][C:11]1[CH:12]([CH3:14])[CH2:13][N:2]([C:4]2[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[N:5]=2)[N:3]=1

Participants

5

Reactant 3

HCID 31368MethacrylonitrileHCID 5360545SodiumHCID 135904652-Hydrazinyl-6-methylpyridine

Product 1

HCID 20228176HCID 20228176, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 0.51 g. amount of sodium metal is dissolved in 150 ml. of absolute ethanol, then 12.32 g. of 2-hydrazino-6-methylpyridine is added, followed by 6.7 g. of methacrylonitrile. The reaction mixture is refluxed on a steam bath for 16 hours then is evaporated in vacuo to an oil. Water is added to separate a solid. The solid is collected and recrystallized from ethyl acetate after treatment with activated charcoal to give 10.12 g. of the desired product as white crystals, m.p. 181°-185° C.

Workup

  1. temperatureThe reaction mixture is refluxed on a steam bath for 16 hours
  2. customthen is evaporated in vacuo to an oil
  3. additionWater is added
  4. customto separate a solid
  5. customThe solid is collected
  6. customrecrystallized from ethyl acetate after treatment with activated charcoal
  7. customto give 10.12 g

Sources & evidence

ORD record
ord-ac01b853c37946df9bbf7d5da9528900
Source dataset
uspto-grants-1986_11
Patent number
US04622401

Reaction notes

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