1,1-Bis(methylthio)-2-nitroethylene → 2-(Nitromethylene)-1-((tetrahydrofuran-3-yl)methyl)imidazolidine

HRID 1441388Notes

Reaction equation

HRID 1441388 reaction equation
CS[C:3](SC)=[CH:4][N+:5]([O-:7])=[O:6].[O:10]1[CH2:14][CH2:13][CH:12]([CH2:15][NH:16][CH2:17][CH2:18][NH2:19])[CH2:11]1>C(O)C>[N+:5]([CH:4]=[C:3]1[NH:19][CH2:18][CH2:17][N:16]1[CH2:15][CH:12]1[CH2:13][CH2:14][O:10][CH2:11]1)([O-:7])=[O:6]

Participants

4

Reactant 2

HCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 59164401N1-((tetrahydrofuran-3-yl)methyl)ethane-1,2-diamine

Product 1

HCID 668310512-(Nitromethylene)-1-((tetrahydrofuran-3-yl)methyl)imidazolidineYield 81%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

2.5 g (0.0178 mol) of 1,1-dimethylthio-2-nitroethene, 2.56 g (0.0178 mol) of N1-((tetrahydrofuran-3-yl)methyl)ethane-1,2-diamine were added to 50 ml of ethanol. The resulting mixture was heated under reflux for 8 hours at 80-90 ° C. The mixture was then cooled to educe solid, concentrated, filtrated and dried to give a light yellow powder in 81% yield.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureThe mixture was then cooled
  3. concentrationconcentrated
  4. filtrationfiltrated
  5. customdried
  6. customto give a light yellow powder in 81% yield

Sources & evidence

ORD record
ord-e5ce06ae61b443f3858006c68e49ba9c
Source dataset
uspto-grants-2010_02
Patent number
US07655665B2

Reaction notes

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