Potassium Cyanide → N'-(4-cyano-3-isopropyl-5-isothiazolyl)-N,N-dimethylcyanoformamidine

HRID 437715Notes

Reaction equation

HRID 437715 reaction equation
[C:1]([C:3]1[C:4]([CH:14]([CH3:16])[CH3:15])=[N:5][S:6][C:7]=1[N:8]=[C:9](Cl)[N:10]([CH3:12])[CH3:11])#[N:2].[C-:17]#[N:18].[K+]>C(#N)C>[C:1]([C:3]1[C:4]([CH:14]([CH3:16])[CH3:15])=[N:5][S:6][C:7]=1[N:8]=[C:9]([C:17]#[N:18])[N:10]([CH3:12])[CH3:11])#[N:2]

Participants

4

Reactant 2

HCID 9032Potassium CyanideHCID 53844528N'-(4-cyano-3-isopropyl-5-isothiazolyl)-N,N-dimethylchloroformamidine

Product 1

HCID 53839858N'-(4-cyano-3-isopropyl-5-isothiazolyl)-N,N-dimethylcyanoformamidineYield 63.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In the manner of Example VII, 7 g of N'-(4-cyano- 3-isopropyl-5-isothiazolyl)-N,N-dimethylchloroformamidine, 3.6 g of anhydrous potassium cyanide, and a catalytic amount of 2,3,11,12-dibenzo-1,4,7,10,13,16-hexaoxacycloocta- 2,11-diene in 200 ml of dry aceto-nitrile were allowed to react for several days. After solvents were removed under reduced pressure, the residue was recrystallized from methylcyclohexane to yield 4.3 g of N'-(4-cyano-3-isopropyl-5-isothiazolyl)-N,N-dimethylcyanoformamidine, mp 78°-79°. The ir and nmr spectra were consistent with the assigned structure.

Workup

  1. customto react for several days
  2. customAfter solvents were removed under reduced pressure
  3. customthe residue was recrystallized from methylcyclohexane

Sources & evidence

ORD record
ord-4c0630ff68a241df971fa7fe671df2ed
Source dataset
uspto-grants-1977_06
Patent number
US04032322

Reaction notes

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