Dimethyl N-cyanodithioiminocarbonate → HCID 21315826, compound

HRID 236715Notes

Reaction equation

HRID 236715 reaction equation
[C:1]([N:3]=[C:4](SC)[S:5][CH3:6])#[N:2].[CH3:9][C:10]([NH2:14])([C:12]#[CH:13])[CH3:11]>C(#N)C>[C:1]([NH:3][C:4](=[N:14][C:10]([CH3:11])([C:12]#[CH:13])[CH3:9])[S:5][CH3:6])#[N:2]

Participants

4

Reactant 2

HCID 66289Dimethyl N-cyanodithioiminocarbonateHCID 763193-Butyn-2-amine, 2-methyl-

Product 1

HCID 21315826HCID 21315826, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of dimethyl cyanodithioimidocarbonate (9.0 g, 0.615 mole) and 1,1-dimethylpropargylamine (90% amine, remainder water, 5.68 g, 0.0615 mole) in acetonitrile (125 ml) was stirred at reflux temperature for 13 days. The reaction mixture was evaporated under reduced pressure and the residue chromatographed on silica gel. The appropriate fractions were combined and the product was recrystallized from toluene to give the title product, mp 128°-130.5° C.

Workup

  1. temperatureat reflux temperature for 13 days
  2. customThe reaction mixture was evaporated under reduced pressure
  3. customthe residue chromatographed on silica gel
  4. customthe product was recrystallized from toluene

Sources & evidence

ORD record
ord-63083a87fa8547718fd5fd448d12fb9b
Source dataset
uspto-grants-1979_06
Patent number
US04157347

Reaction notes

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