Ethyl 4-chloroacetoacetate → HCID 12953392, compound

HRID 1154890Notes

Reaction equation

HRID 1154890 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH2:7])=[S:6].Cl[CH2:12][C:13](=O)[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16]>>[Br:1][C:2]1[CH:3]=[C:4]([C:5]2[S:6][CH:12]=[C:13]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:7]=2)[CH:8]=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 69484Ethyl 4-chloroacetoacetateHCID 2757186Benzenecarbothioamide, 3-bromo-

Product 1

HCID 12953392HCID 12953392, compoundYield 74.8%

Procedure

3-Bromothiobenzamide (10.8 g) and ethyl 4-chloroacetoacetate (8.3 g) were dissolved in 50 ml of alcohol. The reaction was stirred and heated under reflux for 4 hours. When cooled, the crystalline solid was filtered yielding 12.2 g of product, mp 65°-70° C. When recrystallized from ether-petroleum ether, it melted 68°-70° C.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 4 hours
  3. temperatureWhen cooled
  4. filtrationthe crystalline solid was filtered

Sources & evidence

ORD record
ord-c02c8de75c3b42e9b86dd30bf6a061be
Source dataset
uspto-grants-1981_11
Patent number
US04298743

Reaction notes

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