2-Methylpropanethioamide → HCID 84667138, compound

HRID 571632Notes

Reaction equation

HRID 571632 reaction equation
Br.Br[CH:3]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5][C:4]1=O.[C:11]([NH2:16])(=[S:15])[CH:12]([CH3:14])[CH3:13]>C(O)C>[CH:12]([C:11]1[S:15][C:3]2[CH2:9][CH2:8][NH:7][CH2:6][CH2:5][C:4]=2[N:16]=1)([CH3:14])[CH3:13]

Participants

4

Reactant 2

HCID 109095072-MethylpropanethioamideHCID 226207665-Bromoazepan-4-one hydrobromide

Product 1

HCID 84667138HCID 84667138, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.4 g (1.47 mmol) 5-Bromo-azepan-4-one hydrobromide, 0.15 g (1.47 mmol) thioisobutyramide in 3 mL ethanol were stirred under reflux for 3 h. The reaction mixture was concentrated and to the residue DCM and a small amount of methanol were added. The precipitate was removed and the filtrate was evaporated to dryness. Yield: 0.36 g (89% of theory). ESI-MS: m/z=197 (M+H)+; Rt(HPLC): 0.79 min (Method J).

Workup

  1. temperatureunder reflux for 3 h
  2. concentrationThe reaction mixture was concentrated and to the residue DCM
  3. additiona small amount of methanol were added
  4. customThe precipitate was removed
  5. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-4443060f19db463a9bb740b889827d27
Source dataset
uspto-grants-2015_05
Patent number
US09029360B2

Reaction notes

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