Pyridazine → HCID 70477196, compound

HRID 1583451Notes

Reaction equation

HRID 1583451 reaction equation
[P:1]([O-:26])([O:22][CH2:23][CH2:24]Br)([O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:2].[N:27]1[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=1>C1(C)C=CC=CC=1>[P:1]([O-:26])([O:22][CH2:23][CH2:24][N+:27]1[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=1)([O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:2]

Participants

4

Reactant 2

HCID 9259PyridazineHCID 20261079HCID 20261079, compound

Product 1

HCID 70477196HCID 70477196, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

3,6-Dioxaoctadecyl 2-bromoethyl phosphate (3.0 g) and pyridazine (5 g) are dissolved in toluene (60 ml) and warmed at 60° C. The solvent is distilled off, silver carbonate and methanol are added, and the mixture is refluxed. The insolubles are filtered off, the filtrate is concentrated to dryness, and the residue is purified by silica gel chromatography (developing solvent: chloroform-methanol-water) to give 1.2 g of the title compound.

Workup

  1. distillationThe solvent is distilled off
  2. additionsilver carbonate and methanol are added
  3. temperaturethe mixture is refluxed
  4. filtrationThe insolubles are filtered off
  5. concentrationthe filtrate is concentrated to dryness
  6. customthe residue is purified by silica gel chromatography (developing solvent: chloroform-methanol-water)

Sources & evidence

ORD record
ord-395c293e07524b2282d5ad2681f94bf8
Source dataset
uspto-grants-1985_11
Patent number
US04551532

Reaction notes

Loading…