Malononitrile → HCID 21709343, compound

HRID 1638511Notes

Reaction equation

HRID 1638511 reaction equation
Cl[CH2:2][CH2:3][S:4]([CH2:7][CH2:8]Cl)(=O)=O.[C:10](#[N:14])[CH2:11][C:12]#[N:13].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[S:4]1[CH2:7][CH2:8][C:11]([C:10]#[N:14])([C:12]#[N:13])[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 8010MalononitrileHCID 10109Bis(2-chloroethyl) sulfoneHCID 11430Potassium Carbonate

Product 1

HCID 21709343HCID 21709343, compoundYield 34.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 38.2 g of bis(2-chloroethyl)sulfone, 13.2 g of malononitrile, 55.28 g of potassium carbonate and 800 ml of acetonitrile is refluxed on a steam bath for 24 hours, then filtered while hot. The filtrate is evaporated and the residue crystallized with charcoal treatment from 100 ml of ethanol, giving 10.6 g of tetrahydro-4H-thiopyran-4,4-dicarbonitrile, 1,1-dioxide as colorless crystals.

Workup

  1. temperatureis refluxed on a steam bath for 24 hours
  2. filtrationfiltered while hot
  3. customThe filtrate is evaporated
  4. customthe residue crystallized with charcoal treatment from 100 ml of ethanol

Sources & evidence

ORD record
ord-6e94828abea14647a53f99f3002ac4d4
Source dataset
uspto-grants-1989_11
Patent number
US04880790

Reaction notes

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