Ethyl 2-chloroacetoacetate → HCID 23560694, compound

HRID 591495Notes

Reaction equation

HRID 591495 reaction equation
[CH3:1][CH:2]([CH3:6])[C:3](=[S:5])[NH2:4].Cl[CH:8]([C:14]([CH3:16])=O)[C:9]([O:11][CH2:12][CH3:13])=[O:10]>CCO>[CH:2]([C:3]1[S:5][C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:14]([CH3:16])[N:4]=1)([CH3:6])[CH3:1]

Participants

4

Reactant 2

HCID 11858Ethyl 2-chloroacetoacetateHCID 109095072-Methylpropanethioamide

Product 1

HCID 23560694HCID 23560694, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-methylpropanethioamide (1.51 g) in EtOH (40 mL) was added ethyl 2-chloroacetoacetate (2.409 g) at room temperature. The mixture was refluxed for 2 h. After cooling, the mixture was concentrated in vacuo. The residue was purified by silica gel column chromatography (NH, EtOAc/hexane) to give the title compound (2.42 g).

Workup

  1. temperatureThe mixture was refluxed for 2 h
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated in vacuo
  4. customThe residue was purified by silica gel column chromatography (NH, EtOAc/hexane)

Sources & evidence

ORD record
ord-f3bc8c8985694525ac119e2516ed8e24
Source dataset
uspto-grants-2016_01
Patent number
US09238639B2

Reaction notes

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