N-methyl-N-phenyl-hydrazine → HCID 10154696, compound

HRID 1355338Notes

Reaction equation

HRID 1355338 reaction equation
[Cl:1][C:2]1[C:3](=[O:15])O[C:5](=[O:14])[C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1.[CH3:16][N:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[NH2:18]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:3](=[O:15])[N:18]([N:17]([CH3:16])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:5](=[O:14])[C:6]=1[C:7]1[CH:8]=[CH:9][C:10]([Cl:13])=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 36299N-methyl-N-phenyl-hydrazineHCID 13133386HCID 13133386, compound

Product 1

HCID 10154696HCID 10154696, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

3.65 g (15 mmol) of 3-chloro-4-(4-chlorophenyl)furan-2,5-dione were initially charged in 75 ml of chloroform and, at room temperature, admixed dropwise with stirring with 1.83 g (15 mmol) of N-methyl-N-phenylhydrazine dissolved in 15 ml of chloroform, and the mixture was stirred at room temperature overnight. The mixture was then concentrated under reduced pressure and the residue was taken up in 200 ml of methylene chloride, washed three times with in each case 150 ml of water, dried over sodium sulfate and concentrated under reduced pressure. Yield: 4.6 g of a crystalline solid, m.p. 155-157° C.

Workup

  1. concentrationThe mixture was then concentrated under reduced pressure
  2. washwashed three times with in each case 150 ml of water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-11c92f9a8fdb4125a2508328dac426ad
Source dataset
uspto-grants-2003_07
Patent number
US06586369B1

Reaction notes

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