Thioacetamide → HCID 86686502, compound

HRID 239144Notes

Reaction equation

HRID 239144 reaction equation
Br.[Br:2][CH:3]1[CH:9]([CH3:10])[CH2:8][NH:7][CH2:6][CH2:5][C:4]1=O.[C:12]([NH2:15])(=[S:14])[CH3:13]>C(O)C>[BrH:2].[CH3:13][C:12]1[S:14][C:3]2[CH:9]([CH3:10])[CH2:8][NH:7][CH2:6][CH2:5][C:4]=2[N:15]=1

Participants

4

Reactant 2

HCID 2723949ThioacetamideHCID 86686500HCID 86686500, compound

Product 1

HCID 86686502HCID 86686502, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

18.5 g 5-bromo-6-methylazepan-4-one hydrobromic acid salt and 5.0 g thioacetamide were dissolved in 125 mL ethanol. The mixture was heated for 3 h under reflux. The solids were removed by filtration and the filtrate was concentrated in vacuo. 100 mL acetonitrile was added and the precipitate formed was isolated by filtration to yield 15.7 g of the desired product.

Workup

  1. temperatureThe mixture was heated for 3 h
  2. temperatureunder reflux
  3. customThe solids were removed by filtration
  4. concentrationthe filtrate was concentrated in vacuo
  5. addition100 mL acetonitrile was added
  6. customthe precipitate formed
  7. customwas isolated by filtration

Sources & evidence

ORD record
ord-fb49b11113e8489daf7fc6157f06fa68
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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