Sodium thiocyanate → HCID 86639052, compound

HRID 2264102Notes

Reaction equation

HRID 2264102 reaction equation
[S-:1][C:2]#[N:3].[Na+].[Cl-].[CH3:6][O:7][CH2:8][N+:9]1([CH3:14])[CH2:13][CH2:12][CH2:11][CH2:10]1>C(O)C>[S-:1][C:2]#[N:3].[CH3:6][O:7][CH2:8][N+:9]1([CH3:14])[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 516871Sodium thiocyanateHCID 23116042N-methoxymethyl-N-methylpyrrolidinium chloride

Product 1

HCID 86639052HCID 86639052, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

In 260 g of ethanol was dissolved 51.0 g of sodium thiocyanate (reagent, Wako Pure Chemical Ind. Ltd.). In 50.3 g of ethanol was dissolved 80.2 g of N-methoxymethyl-N-methylpyrrolidinium chloride. The latter solution was added dropwise to the former solution at room temperature over a period of 0.5 hour to perform salt exchange. The mixture was stirred at room temperature for 36 hours to complete the reaction and filtered. The resulting solid product was washed with 300 g of ethanol. The filtrate was dried at reduced pressure and the residue was purified through alumina column (ICN Biomedicals. GmbH, ICN Alumina N, Act.1/eluent acetonitrile). The eluate was concentrated and dried in vacuum to obtain 82.0 g of the desired product (colorless liquid). The product was checked for 1H-NMR, electrical conductivity and voltage resistance as in Example 1.

Workup

  1. additionThe latter solution was added dropwise to the former solution at room temperature over a period of 0.5 hour
  2. customthe reaction
  3. filtrationfiltered
  4. washThe resulting solid product was washed with 300 g of ethanol
  5. customThe filtrate was dried at reduced pressure
  6. customthe residue was purified through alumina column (ICN Biomedicals. GmbH, ICN Alumina N, Act.1/eluent acetonitrile)
  7. concentrationThe eluate was concentrated
  8. customdried in vacuum

Sources & evidence

ORD record
ord-ec0d405761934a819148cac19bac0e6a
Source dataset
uspto-grants-2010_12
Patent number
US07854854B2

Reaction notes

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