Ethyl Acetate → 2-Chloro-5-(2,4-difluorophenylthio)-4-nitrobenzonitrile

HRID 1087191Notes

Reaction equation

HRID 1087191 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7](Cl)=[CH:6][C:3]=1[C:4]#[N:5].[F:14][C:15]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:16]=1[S-:17].[K+].C(OCC)(=O)C>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([S:17][C:16]2[CH:18]=[CH:19][C:20]([F:22])=[CH:21][C:15]=2[F:14])=[CH:6][C:3]=1[C:4]#[N:5]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 198177342,5-Dichloro-4-nitrobenzonitrileHCID 23700122Potassium 2,4-difluorothiophenoxide

Product 1

HCID 198177012-Chloro-5-(2,4-difluorophenylthio)-4-nitrobenzonitrileYield 45.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2,5-dichloro-4-nitrobenzonitrile (2.5 g) and potassium 2,4-difluorothiophenoxide (2.54 g) in toluene was stirred overnight. Ethyl acetate was added and the resulting mixture was washed with water, dried and evaporated. The residue was filtered and washed with toluene to give pale brown crystals of 2-chloro-5-(2,4-difluorophenylthio)-4-nitrobenzonitrile (1.7 g).

Workup

  1. washthe resulting mixture was washed with water
  2. customdried
  3. customevaporated
  4. filtrationThe residue was filtered
  5. washwashed with toluene

Sources & evidence

ORD record
ord-6d73aab75ba54c018334c300b3d59aa7
Source dataset
uspto-grants-1991_07
Patent number
US05034417

Reaction notes

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