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

HRID 1927317Notes

Reaction equation

HRID 1927317 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

3

Reactant 2

HCID 6406Acetone CyanohydrinHCID 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 (1.72g, 9.9 mmol, 99%) as brown solid.

Workup

  1. concentrationThe medium was concentrated
  2. customdried under vacuum

Sources & evidence

ORD record
ord-cbee33dd5865432d9668d4d0c9b07f3c
Source dataset
uspto-grants-2012_05
Patent number
US08183274B2

Reaction notes

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