Acetone → Phthalonitrile

HRID 240205

Reaction equation

HRID 240205 reaction equation
[N:1]1[C:8](Cl)=NC(Cl)=NC=1Cl.[OH-].[Na+].[CH3:12][C:13]([CH3:15])=O>>[C:8](#[N:1])[C:12]1[C:12](=[CH:13][CH:15]=[CH:15][CH:13]=1)[C:8]#[N:1]

Participants

4

Reactant 3

HCID 180Acetone2×HCID 7954Cyanuric chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 7042Phthalonitrile

Procedure

A solution of intermediate D (32.7 g) in acetone (500 ml) was added to cyanuric chloride (18.5 g) in acetone (150 ml) at 0° C. and stirred at this temperature for 2 hours, maintaining the pH at 6 with 0.5M sodium hydroxide solution. The precipitated solid was filtered off, washed with ice cold water (2×250 ml) and dried to give the damp product (65.2 g).

Workup

  1. filtrationThe precipitated solid was filtered off
  2. washwashed with ice cold water (2×250 ml)
  3. customdried

Sources & evidence

ORD record
ord-d4430ad981c0438e86a21e441f62dac7
Source dataset
uspto-grants-2014_02
Patent number
US08647425B2

Linked notes

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