Dabco → HCID 14099145, compound

HRID 568301Notes

Reaction equation

HRID 568301 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[N:4][CH:3]=1.N12CCN(CC1)CC2.[CH3:16][CH:17]([N:19]=[C:20]=[O:21])[CH3:18]>CN(C)C=O>[N:5]1[CH:6]=[CH:7][C:2]([NH:1][C:20]([NH:19][CH:17]([CH3:18])[CH3:16])=[O:21])=[CH:3][N:4]=1

Participants

5

Reactant 3

HCID 9237DabcoHCID 61277Isopropyl isocyanateHCID 2984924-Aminopyridazine

Product 1

HCID 14099145HCID 14099145, compoundYield 43.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of 2.3 grams (0.024 mole) of 4-aminopyridazine (prepared as in Example 1, Step A) and 0.5 gram (0.004 mole) of 1,4-diazabicyclo[2.2.2]octane in 20 ml of dimethylformamide is added dropwise 3.3 ml (0.033 mole) of (1-methylethyl) isocyanate. Upon completion of addition the reaction mixture is stirred at ambient temperature for two days. The reaction mixture is concentrated under reduced pressure and the solid residue dried at 60°-70° C. The solid is stirred with ethanol and collected by filtration to yield 1.9 grams of N-(4-pyridazinyl)-N'-(1-methylethyl)urea; m.p. 206°-209° C. then 266°-269° C. The nmr spectrum is cnsistent with the proposed structure.

Workup

  1. additionUpon completion of addition the reaction mixture
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. customthe solid residue dried at 60°-70° C
  4. stirringThe solid is stirred with ethanol
  5. filtrationcollected by filtration

Sources & evidence

ORD record
ord-92bb7e705a364fd28448c7ff9bc6305f
Source dataset
uspto-grants-1988_03
Patent number
US04728355

Reaction notes

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