Hydrochloric Acid → Fenpiclonil

HRID 703265Notes

Reaction equation

HRID 703265 reaction equation
[Cl:1][C:2]1[C:15]([Cl:16])=[CH:14][CH:13]=[CH:12][C:3]=1[C:4](=O)[CH2:5][NH:6][CH:7]=[CH:8][C:9]#[N:10].CC[O-].[Na+].Cl>C(O)C>[Cl:1][C:2]1[C:15]([Cl:16])=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]1[C:8]([C:9]#[N:10])=[CH:7][NH:6][CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2723922Sodium ethoxideHCID 679440943-(2,3-Dichlorophenacylamino)acrylonitrile2×

Product 1

HCID 91724Fenpiclonil

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 4.2 g of the 3-(2,3-dichlorophenacylamino)acrylonitrile obtained in (a) is added 0.5 g of sodium ethylate in 50 ml of ethanol. The reaction mixture is heated to reflux temperature, cooled to room temperature, poured into a mixture of dilute hydrochloric acid and ice, and stirred for c. 1 hour. The precipitate is isolated by filtration, washed with water and dried, affording the title compound in quantitative yield. Melting point: 149°-150° C.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureto reflux temperature
  3. custom1 hour
  4. customThe precipitate is isolated by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-65fcef710e364f1da125fbc8a1e1ed8b
Source dataset
uspto-grants-1991_01
Patent number
US04981990

Reaction notes

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