Phenylacetonitrile → 2-Formyl-2-phenylacetonitrile

HRID 1401115Notes

Reaction equation

[C:1]1([C:7]2[CH:11]=[N:10]N[C:8]=2N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(CC#N)C=CC=CC=1.C([O:24]C(OCC)OCC)C>>[O:24]=[CH:8][CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:11]#[N:10]

Participants

Reactant 3

HCID 8794Phenylacetonitrile

HCID 31214Ethyl orthoformate

HCID 797034-Phenyl-1H-pyrazol-5-amine

Product 1

HCID 3458802-Formyl-2-phenylacetonitrile

Procedure

4-Aryl-3-aminopyrazoles such as 4-phenyl-2H-pyrazol-3-ylamine may be prepared according to the procedures described in patent EP269,859 and illustrated in the following scheme, by reacting benzeneacetonitrile with orthoformic acid triethyl ester to give 3-oxo-2-phenyl-propionitrile which is reacted with hydrazine.

Sources & evidence

ORD record: ord-d50e9a3748464592ac4114595e62c667
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08907092B2

Reaction notes

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