Water → (3,6-Dichloropyridazin-4-yl)diethylamine

HRID 217704

Reaction equation

HRID 217704 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5]([Cl:9])=[CH:6][C:7]=1Cl.[CH2:10]([NH:12][CH2:13][CH3:14])[CH3:11].O.CC(=O)OCC>C1(C)C=CC=CC=1>[Cl:1][C:2]1[N:3]=[N:4][C:5]([Cl:9])=[CH:6][C:7]=1[N:12]([CH2:13][CH3:14])[CH2:10][CH3:11]

Participants

6

Reactant 4

HCID 962WaterHCID 8021DiethylamineHCID 8857Ethyl AcetateHCID 951233,4,6-Trichloropyridazine

Product 1

HCID 58136930(3,6-Dichloropyridazin-4-yl)diethylamine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3,4,6-Trichloropyridazine (2 g) and diethylamine (2.4 ml) were initially charged in toluene (10 ml) and left to stand at RT for 3 days. Then the mixture was admixed with water and EA, and the EA phase was removed. The EA phase was washed three times with water, dried over magnesium sulfate, filtered and concentrated. The residue was purified using silica gel (70 g cartridge, n-heptane/EA gradient 0-50% within 60 min). 1.1 g of the title compound were obtained.

Workup

  1. waitleft
  2. customthe EA phase was removed
  3. washThe EA phase was washed three times with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified
  8. customsilica gel (70 g cartridge, n-heptane/EA gradient 0-50% within 60 min)

Sources & evidence

ORD record
ord-8b427b2e1e5a481394b1b715a71e768f
Source dataset
uspto-grants-2012_06
Patent number
US08198272B2

Linked notes

Loading…