1,3-Propanediamine → HCID 18694139, compound

HRID 1603686Notes

Reaction equation

HRID 1603686 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][CH:7]=1.[CH2:9]([NH2:13])[CH2:10][CH2:11][NH2:12].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[Cl:1][C:2]1[N:3]=[N:4][C:5]([NH:12][CH2:11][CH2:10][CH2:9][NH2:13])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 4281,3-PropanediamineHCID 10340Sodium CarbonateHCID 673313,6-Dichloropyridazine

Product 1

HCID 18694139HCID 18694139, compoundYield 66.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3,6-dichloropyridazine (25 g), 1,3-propanediamine (62 g) and sodium carbonate (18 g) in ethanol (500 mL) was stirred and refluxed overnight. The reaction mixture was filtered over dicalite and the filtrate was evaporated. The residue was crystallized from acetonitrile. The crystals were filtered off and dried, yielding 20.7 g of N-(6-chloro-3-pyridazinyl)-1,3-propanediamine; mp. 124.9° C. (intermediate 2).

Workup

  1. temperaturerefluxed overnight
  2. filtrationThe reaction mixture was filtered over dicalite
  3. customthe filtrate was evaporated
  4. customThe residue was crystallized from acetonitrile
  5. filtrationThe crystals were filtered off
  6. customdried

Sources & evidence

ORD record
ord-6a15cccd8aea4ae3824741b951b00b9f
Source dataset
uspto-grants-1999_11
Patent number
US05990123

Reaction notes

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