4-Aminophenylacetonitrile → (4-Hydrazinophenyl)acetonitrile

HRID 1906232

Reaction equation

HRID 1906232 reaction equation
[N:1]([O-])=O.[Na+].[NH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]#[N:14])=[CH:8][CH:7]=1>O.Cl>[NH:5]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]#[N:14])=[CH:8][CH:7]=1)[NH2:1]

Participants

5

Reactant 2

HCID 770004-AminophenylacetonitrileHCID 23668193Sodium Nitrite

Product 1

HCID 300183(4-Hydrazinophenyl)acetonitrile

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of sodium nitrite (1.9 g) in water (16 ml) was added dropwise to a suspension of 4-aminophenylacetonitrile (3.6 g) in concentrated hydrochloric acid (37 ml) so that the temperature did not exceed +2° C. The resulting mixture was stirred overnight (room temperature), the yellow solid collected, washed with cold ethanol (20 ml) and ether (50 ml), dried (vacuum) to give the title compound as a yellow solid.

Workup

  1. customdid not exceed +2° C
  2. customthe yellow solid collected
  3. washwashed with cold ethanol (20 ml) and ether (50 ml)
  4. customdried (vacuum)

Sources & evidence

ORD record
ord-9f7671d6b3ed4dcab813a4473c44db11
Source dataset
uspto-grants-1987_03
Patent number
US04650810

Linked notes

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