Ethanol → 2-(methylthio)-4,5,6,7-tetrahydro-1H-1,3-diazepine

HRID 639790Notes

Reaction equation

HRID 639790 reaction equation
CI.[NH:3]1[CH2:9][CH2:8][CH2:7][CH2:6][NH:5][C:4]1=[S:10].[CH3:11]CO>CC(C)=O>[CH3:11][S:10][C:4]1[NH:3][CH2:9][CH2:8][CH2:7][CH2:6][N:5]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 6328Methyl iodideHCID 7365891,3-Diazepane-2-thione

Product 1

HCID 2011542-(methylthio)-4,5,6,7-tetrahydro-1H-1,3-diazepineYield 86%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Methyl iodide (0.55 ml, 1.15 mmol) was added to a solution of 1,3-diazepane-2-thione (1.00 g, 7.68 mmol) in acetone (8 ml). The reaction mixture was refluxed for 15 min. EtOH was added to the hot solution to dissolve the solids. After cooling to r.t. hex. was added and the precipitate was collected by filtration, washed with hex. and dried to give 1.79 g (86%) crude title compound which was used directly in the next step.

Workup

  1. temperatureThe reaction mixture was refluxed for 15 min
  2. dissolutionto dissolve the solids
  3. additionwas added
  4. filtrationthe precipitate was collected by filtration
  5. washwashed with hex
  6. customand dried

Sources & evidence

ORD record
ord-82f2e0d3f1404814968a764c86d250c6
Source dataset
uspto-grants-2010_04
Patent number
US07691892B2

Reaction notes

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