Acrylonitrile → HCID 316152, compound

HRID 426898Notes

Reaction equation

HRID 426898 reaction equation
Cl.[NH2:2][NH:3][C:4]([NH2:6])=[O:5].[OH-].[Na+].[C:9](#[N:12])[CH:10]=[CH2:11]>O>[C:9]([CH:10]([NH:2][NH:3][C:4]([NH2:6])=[O:5])[CH3:11])#[N:12]

Participants

5

Reactant 3

HCID 7855AcrylonitrileHCID 11236Semicarbazide hydrochlorideHCID 14798Sodium Hydroxide

Product 1

HCID 316152HCID 316152, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
80 °C

Procedure

1672 g of semicarbazide hydrochloride is dissolved in 2 liters of water, and neutralised, with cooling, with 600 g of sodium hydroxide in 1 liter of water. After the addition dropwise of 795 g of acrylonitrile, the mixture is heated for 7 hours at 80° C. and then allowed to stand for 4 hours at 0° C.; the precipitated crystalline product is subsequently filtered off, and dried under vacuum. There is obtained 1152 g of white product having a melting point of 125°-128° C.

Workup

  1. filtrationthe precipitated crystalline product is subsequently filtered off
  2. customdried under vacuum

Sources & evidence

ORD record
ord-5ebfa9a165cd46f38ee6bdd61cf2016d
Source dataset
uspto-grants-1979_10
Patent number
US04172080

Reaction notes

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