Sulfuric Acid → 2-Propenamide, 2-methyl-, sulfate (1:1)

HRID 358153Notes

Reaction equation

[C:1]([O:6]C)(=O)[C:2]([CH3:4])=[CH2:3].CC(C)(O)C#[N:11].[S:14](=[O:18])(=[O:17])([OH:16])[OH:15]>>[S:14]([OH:18])([OH:17])(=[O:16])=[O:15].[C:1]([NH2:11])(=[O:6])[C:2]([CH3:4])=[CH2:3]

Participants

Reactant 3

HCID 1118Sulfuric Acid

HCID 6406Acetone Cyanohydrin

HCID 6658Methyl Methacrylate

Product 1

HCID 1201452-Propenamide, 2-methyl-, sulfate (1:1)

Procedure

A process for producing the α,β-unsaturated carboxylic acid esters, for example, methyl methacrylate on a commercial scale, comprises reacting acetone cyanohydrin with concentrated sulfuric acid to form methacrylamide sulfate and thereafter esterifying this with methanol.

Sources & evidence

ORD record: ord-5ab20ae339214ad1ac5d033fcdd9eddd
Source dataset: uspto-grants-1984_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04464539

Reaction notes

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