Water → HCID 21077832, compound

HRID 2240544Notes

Reaction equation

HRID 2240544 reaction equation
C[N:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)N.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([S:17][CH2:18][C:19]([CH3:21])=O)=[CH:13][CH:12]=1.O.[C:23](#N)C>>[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([S:17][C:18]2[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([CH3:23])[CH:8]=3)[NH:2][C:19]=2[CH3:21])=[CH:13][CH:12]=1

Participants

5

Reactant 4

HCID 962WaterHCID 6342AcetonitrileHCID 36299N-methyl-N-phenyl-hydrazineHCID 3217461-[(4-Chlorophenyl)sulfanyl]propan-2-one

Product 1

HCID 21077832HCID 21077832, compound

Procedure

To a solution of methylphenylhydrazine (7 g) in acetonitrile (100 ml) was added 1-[(4-chlorophenyl)thio]acetone (8.84 g) and water (10 ml). The mixture was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo and the residue dissolved in dichloromethane. The solution was washed with sodium hydrogen carbonate, brine, dried (MgSO4) and concentrated in vacuo. The residue was recrystallised (methanol) to give the sub-title compound (6 g).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionthe residue dissolved in dichloromethane
  3. washThe solution was washed with sodium hydrogen carbonate, brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe residue was recrystallised (methanol)

Sources & evidence

ORD record
ord-759a36d125c84ba6bcc1df910957a088
Source dataset
uspto-grants-2010_05
Patent number
US07723373B2

Reaction notes

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