Potassium Carbonate → HCID 15581000, compound

HRID 371383Notes

Reaction equation

HRID 371383 reaction equation
[CH2:1]([O:3][C:4]1[CH:18]=[CH:17][CH:16]=[CH:15][C:5]=1[O:6][CH2:7][CH:8]([OH:14])[CH2:9][NH:10][CH2:11][CH2:12][NH2:13])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH3:25][N:26]1[C:31](=[O:32])[C:30]([Cl:33])=[C:29](Cl)[CH:28]=[N:27]1>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4]1[CH:18]=[CH:17][CH:16]=[CH:15][C:5]=1[O:6][CH2:7][CH:8]([OH:14])[CH2:9][NH:10][CH2:11][CH2:12][NH:13][C:29]1[CH:28]=[N:27][N:26]([CH3:25])[C:31](=[O:32])[C:30]=1[Cl:33])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1204623(2H)-Pyridazinone, 4,5-dichloro-2-methyl-HCID 15580999HCID 15580999, compound

Product 1

HCID 15581000HCID 15581000, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

5.1 g of N-[3-(o-ethoxyphenoxy)-2-hydroxy-propyl]-ethylenediamine ##STR19## are dissolved in 50 ml of toluene, and 3 g of potassium carbonate are added to the solution. A solution of 3.6 g of 2-methyl-4,5-dichloro-pyridazin-3-one ##STR20## in 50 ml of toluene is then added to the above solution at room temperature, while stirring, and the mixture is then heated under reflux for 17 hours, while stirring. The mixture is then allowed to cool to room temperature and is filtered off under suction from the inorganic residue, and the filtrate is concentrated in vacuo. The residual oil, which solidifies after a short time, is recrystallised from ethyl acetate. The N-[3-(o-ethoxyphenoxy)-2-hydroxy-propyl]-N'-[2-methyl-3-oxo-4-chloro-pyridaz-5-yl]-ethylenediamine ##STR21## is thus obtained.

Workup

  1. temperaturethe mixture is then heated
  2. temperatureunder reflux for 17 hours
  3. stirringwhile stirring
  4. filtrationis filtered off under suction from the inorganic residue
  5. concentrationthe filtrate is concentrated in vacuo
  6. customis recrystallised from ethyl acetate

Sources & evidence

ORD record
ord-0d3af419a7924761a7f07a570c5f60a9
Source dataset
uspto-grants-1985_07
Patent number
US04532239

Reaction notes

Loading…