Acetone Cyanohydrin → 2-Methyl-2-[(4-methylphenyl)amino]propanenitrile

HRID 244969Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.[CH3:9][C:10]([CH3:14])(O)[C:11]#[N:12]>>[CH3:9][C:10]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1)([CH3:14])[C:11]#[N:12]

Participants

Reactant 2

HCID 6406Acetone Cyanohydrin

HCID 7813p-Toluidine

Product 1

HCID 212392432-Methyl-2-[(4-methylphenyl)amino]propanenitrileYield 99%

Conditions

Temperature: 80 °C

Procedure

A mixture of p-toluidine (1.07 g, 10 mmol) and acetone cyanohydrin (10 ml) was heated to 80° C. and stirred for 4 h. The medium was concentrated and dried under vacuum to yield 2-methyl-2-(4-methylphenyl)aminopropanenitrile, 5a (1.72 g, 9.9 mmol, 99%) as brown solid.

Workup

concentrationThe medium was concentrated
customdried under vacuum

Sources & evidence

ORD record: ord-2c9e85e79b0847ab9dc519139d06e06d
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08658681B2

Reaction notes

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