Methane → HCID 20407000, compound

HRID 615547Notes

Reaction equation

HRID 615547 reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[C:24]([Cl:32])[C:7]=1[O:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]([CH:23]=1)[O:14][C:15]([N+:20]([O-:22])=[O:21])([CH3:19])[C:16](O)=[O:17].CN(C)C=O.C>ClCCCl>[Cl:32][C:24]1[CH:25]=[C:26]([C:28]([F:31])([F:29])[F:30])[CH:27]=[C:6]([Cl:5])[C:7]=1[O:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]([CH:23]=1)[O:14][C:15]([N+:20]([O-:22])=[O:21])([CH3:19])[C:16]([Cl:3])=[O:17]

Participants

6

Reactant 4

HCID 297MethaneHCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 20406994HCID 20406994, compound

Product 1

HCID 20407000HCID 20407000, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

9.7 g (82 mmol) of thionyl chloride were added dropwise to a solution of 30 g (68 mmol) of 5-(2,6-dichloro-4-trifluoromethyl-phenoxy)-2-nitro-α-phenoxy-propionic acid and 0.5 ml of dimethylformamide in 100 ml of 1,2-dichloroethane at room temperature. The mixture was heated under reflux for 4 hours. Active charcoal was added, the mixture was filtered and the filtrate was concentrated. After digesting the oily residue with 100 ml of ligroin, 26.2 g (84% of theory) of 5-(2,6-dichloro-4-trifluoromethylphenoxy)-2-nitro-α-phenoxy-propionyl chloride were obtained in the form of yellow crystals of melting point 92° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. filtrationthe mixture was filtered
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-5ca88217128445bf91f7280efd9576a0
Source dataset
uspto-grants-1985_02
Patent number
US04500341

Reaction notes

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