3-Chloro-2,4-pentanedione → HCID 9344223, compound

HRID 1498946Notes

Reaction equation

HRID 1498946 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[S:5].Cl[CH:13]([C:17](=O)[CH3:18])[C:14](=[O:16])[CH3:15]>C(O)C>[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]1[S:5][C:13]([C:14](=[O:16])[CH3:15])=[C:17]([CH3:18])[N:6]=1

Participants

4

Reactant 2

HCID 743283-Chloro-2,4-pentanedioneHCID 25176802,4-dimethylbenzenecarbothioamide

Product 1

HCID 9344223HCID 9344223, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To ethanol (20 ml), 2,4-dimethylthiobenzamide (2.00 g) and 3-chloropentane-2,4-dione (1.79 g) were added, and the mixture was stirred under heat reflux for 4 hours. After the mixture was allowed to cool to a room temperature, from the mixture ethanol was distilled off under a reduced pressure. To the resulting residue, ethyl acetate was added, and the mixture was heated and stirred. After the mixture was allowed to cool to a room temperature, the precipitate was separated by filtration, washed with ethyl acetate, and then dried under a reduced pressure to give the title compound (1.10 g, 37%).

Workup

  1. temperatureunder heat
  2. temperaturereflux for 4 hours
  3. distillationwas distilled off under a reduced pressure
  4. additionTo the resulting residue, ethyl acetate was added
  5. temperaturethe mixture was heated
  6. stirringstirred
  7. customthe precipitate was separated by filtration
  8. washwashed with ethyl acetate
  9. customdried under a reduced pressure

Sources & evidence

ORD record
ord-532f438747f44bc58a01e1341693363c
Source dataset
uspto-grants-2015_12
Patent number
US09200008B2

Reaction notes

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