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

HRID 532354Notes

Reaction equation

HRID 532354 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-4c4980dd3a214a5cbd97745fc02a44ae
Source dataset
uspto-grants-2014_10
Patent number
US08853206B2

Reaction notes

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