Benzene → HCID 6411952, compound

HRID 1733550Notes

Reaction equation

HRID 1733550 reaction equation
[C:1]1([CH2:7][C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2-:10].[Na+].[CH:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[C:1]1([CH:7]([C:2]2[N:10]=[N:9][C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:7][CH:1]=2)[C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 8794PhenylacetonitrileHCID 24533Sodium amide

Product 1

HCID 6411952HCID 6411952, compoundYield 59%

Procedure

To a solution of 5.7 g. (0.03 mole) of 3-chloro-6-phenylpyridazinone and 4.1 g (0.035 mole) of phenylacetonitrile in 50 ml of dry benzene was gradually added 7.8 g (0.07 mole) of pulverized sodium amide. The mixture was slowly heated to 80° to 90° C. and maintained at this temperature for one hour. The resulting precipitate was filtered off, thoroughly washed with benzene and water, giving 4.8 g (59% yield) of 2-phenyl-2-(6-phenyl-3-pyridazinyl)acetonitrile in the form of pale yellow crystals, m.p. 201°-203° C. (decomp.).

Workup

  1. temperatureThe mixture was slowly heated to 80° to 90° C.
  2. temperaturemaintained at this temperature for one hour
  3. filtrationThe resulting precipitate was filtered off
  4. washthoroughly washed with benzene and water

Sources & evidence

ORD record
ord-9dfb72325ae9464c9006ea1a8c0ba212
Source dataset
uspto-grants-1980_12
Patent number
US04242512

Reaction notes

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