Phenylacetonitrile → HCID 63204030, compound

HRID 1733549Notes

Reaction equation

HRID 1733549 reaction equation
ClC1[N:3]=[N:4]C(C)=CC=1.[C:9]1([CH2:15][C:16]#[N:17])C=[CH:13][CH:12]=[CH:11][CH:10]=1.[NH2-].[Na+].C1(C(C2N=NC=CC=2)C#N)C=CC=CC=1>C1C=CC=CC=1>[CH3:13][C:12]1[N:4]=[N:3][C:9]([CH2:15][C:16]#[N:17])=[CH:10][CH:11]=1

Participants

6

Reactant 4

HCID 8794PhenylacetonitrileHCID 24533Sodium amideHCID 2272543-Chloro-6-methylpyridazineHCID 11127164HCID 11127164, compound

Product 1

HCID 63204030HCID 63204030, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 6.5 g (0.05 mole) of 3-chloro-6-methylpyridazine and 7.0 g (0.06 mole) of phenylacetonitrile in 50 ml of dry benzene was gradually added 4.0 g of pulverized sodium amide. The mixture was then slowly heated to 80° to 90° C. and maintained at this temperature for one hour. The reaction mixture was thereafter treated in the same manner as in the preparation of 2-phenyl-2-(3-pyridazinyl)-acetonitrile (see Example 1). The resulting product was recrystallized from a mixture of ethanol and isopropyl ether, giving 6.0 g (58% yield) of 2-phenyl-2-(6-methyl-3-pyridazinyl acetonitrile as pale yellow crystals, m.p. 121°-122° C. (decomp.).

Workup

  1. temperatureThe mixture was then slowly heated to 80° to 90° C.
  2. temperaturemaintained at this temperature for one hour
  3. customThe resulting product was recrystallized from a mixture of ethanol and isopropyl ether

Sources & evidence

ORD record
ord-c23f1db0bca646eabdd331a52be916bb
Source dataset
uspto-grants-1980_12
Patent number
US04242512

Reaction notes

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