Ethyl 4-chloroacetoacetate → HCID 86585189, compound

HRID 2271060Notes

Reaction equation

HRID 2271060 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:13][C:14]([NH2:16])=[O:15])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].C([O:19][C:20](=[O:26])[CH2:21][C:22]([CH2:24]Cl)=O)C>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:13][C:14](=[O:15])[NH:16][C:22]2[CH2:24][O:19][C:20](=[O:26])[CH:21]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 69484Ethyl 4-chloroacetoacetateHCID 289466HCID 289466, compound

Product 1

HCID 86585189HCID 86585189, compoundYield 38.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 3,4,5-trimethoxyphenylurea (400 mg) and ethyl-4-chloroacetoacetate (350 mg) in dioxane (0.8 ml) is heated at reflux for 4 hours. After one hour at 25° C. the precipitate is recovered by filtration and recrystallized from methanol (3 ml), to give 210 mg of product.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 4 hours
  3. filtrationAfter one hour at 25° C. the precipitate is recovered by filtration
  4. customrecrystallized from methanol (3 ml)

Sources & evidence

ORD record
ord-c27a576339d14f0583a32cf5168799b7
Source dataset
uspto-grants-2001_12
Patent number
US06333346B1

Reaction notes

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