Sulfuric Acid → Sulfuric acid--prop-2-enamide (1/1)

HRID 441869Notes

Reaction equation

[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3].C(#N)C=C.[S:10](=[O:14])(=[O:13])([OH:12])[OH:11]>>[S:10]([OH:14])([OH:13])(=[O:12])=[O:11].[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3]

Participants

Reactant 3

HCID 1118Sulfuric Acid

HCID 6579Acrylamide

HCID 7855Acrylonitrile

Product 1

HCID 71353285Sulfuric acid--prop-2-enamide (1/1)

Procedure

Until recent times, it was customary to prepare acrylamide by reacting acrylonitrile with sulfuric acid in an aqueous environment to produce acrylamide sulfate. The acrylamide sulfate would then be neutralized with sodium or ammonium hydroxide and then cooled. During the cooling process, quite pure acrylamide would be precipitated in the form of snowy white crystals.

Sources & evidence

ORD record: ord-518e15ef7c0541a289650640ac91f4b7
Source dataset: uspto-grants-1977_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04042772

Reaction notes

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