3-Chloro-2,4-pentanedione → HCID 12813037, compound

HRID 1902461Notes

Reaction equation

HRID 1902461 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6]([NH2:8])=[S:7].[C:16]([CH:19](Cl)[C:20]([CH3:22])=O)(=[O:18])[CH3:17]>C1C=CC=CC=1>[CH3:15][O:14][C:10]1[CH:9]=[C:5]([C:6]2[S:7][C:19]([C:16](=[O:18])[CH3:17])=[C:20]([CH3:22])[N:8]=2)[CH:4]=[C:3]([O:2][CH3:1])[C:11]=1[O:12][CH3:13]

Participants

4

Reactant 2

HCID 743283-Chloro-2,4-pentanedioneHCID 3033195Benzamide, thio-3,4,5-trimethoxy-

Product 1

HCID 12813037HCID 12813037, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Into 200 ml of benzene, 22.7 g (0.1 mol) of 3,4,5-trimethoxythiobenzamide and 16.0 g (0.12 mol) of 1-acetyl-1-chloroacetone were dissolved, and the solution was heated under a reflux condenser for 3 hours. The crystals, which separated out after cooling the reaction mixture, were recrystallized from methanol to obtain 24.5 g of pale yellow needle-like crystals of the product melting at 128° to 129° C. The yield was 79.8%. The method belongs to the above-mentioned method (a).

Workup

  1. temperaturethe solution was heated under a reflux condenser for 3 hours
  2. customThe crystals, which separated out
  3. temperatureafter cooling the reaction mixture
  4. customwere recrystallized from methanol

Sources & evidence

ORD record
ord-ddb96e81aff6468cb9b841d215174c69
Source dataset
uspto-grants-1982_12
Patent number
US04363813

Reaction notes

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