Thioacetamide → HCID 86686066, compound

HRID 400463Notes

Reaction equation

HRID 400463 reaction equation
Br.[Br:2][CH:3]1[CH2:9][CH:8]([CH3:10])[NH:7][CH2:6][CH2:5][C:4]1=O.Br.[Br:13][CH:14]1[C:20](=O)[CH2:19][CH2:18][CH:17]([CH3:22])[NH:16][CH2:15]1.[C:23]([NH2:26])(=[S:25])[CH3:24]>CCO>[BrH:2].[CH3:24][C:23]1[S:25][C:5]2[CH2:6][NH:7][CH:8]([CH3:10])[CH2:9][CH2:3][C:4]=2[N:26]=1.[BrH:13].[CH3:24][C:23]1[S:25][C:19]2[CH2:18][CH:17]([CH3:22])[NH:16][CH2:15][CH2:14][C:20]=2[N:26]=1

Participants

5

Reactant 3

HCID 2723949ThioacetamideHCID 86686069HCID 86686069, compoundHCID 86686070HCID 86686070, compound

Product 1

HCID 86686066HCID 86686066, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 33 g 5-bromo-7-methyl-azepan-4-one hydrobromide and 3-bromo-7-methyl-azepan-4-one hydrobromide and 8.6 g thioacetamide in 400 mL dry EtOH was refluxed overnight. The reaction mixture was concentrated to give 30 g of the desired product, which was used for the next step without further purification. Rf: 0.2 (DCM/MeOH=20/1), (M+H)+=183

Workup

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-51f258c7832643ec88128607edf3f735
Source dataset
uspto-grants-2014_06
Patent number
US08741892B2

Reaction notes

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