2-Aminopropanol → HCID 23313310, compound

HRID 745501Notes

Reaction equation

HRID 745501 reaction equation
[H-].[Na+].[NH2:3][CH:4]([CH3:7])[CH2:5][OH:6].[Cl:8][C:9]1[N:10]=[N:11][C:12](Cl)=[CH:13][CH:14]=1>C1C=CC=CC=1>[ClH:8].[NH2:3][CH:4]([CH3:7])[CH2:5][O:6][C:12]1[N:11]=[N:10][C:9]([Cl:8])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 51262-AminopropanolHCID 24758Sodium hydrideHCID 673313,6-Dichloropyridazine

Product 1

HCID 23313310HCID 23313310, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a suspension of 1.5 g of 61% sodium hydride in 40 ml of benzene was added dropwise 2.5 g of 2-amino-1-propanol at room temperature. Then, a solution of 5 g of 3,6-dichloropyridazine in 15 ml of benzene was added, and the mixture was refluxed for 1 hour. After cooling, the reaction mixture was washed with water, and dried over magnesium sulfate. After evaporating the solvent, the residue was treated with hydrogen chloride-ether solution to give 2.31 g of 3-(2-aminopropoxy)-6-chloropyridazine hydrochloride.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. temperatureAfter cooling
  3. washthe reaction mixture was washed with water
  4. dry with materialdried over magnesium sulfate
  5. customAfter evaporating the solvent
  6. additionthe residue was treated with hydrogen chloride-ether solution

Sources & evidence

ORD record
ord-1e4a5d3be8b84c42a23509f912027583
Source dataset
uspto-grants-1986_07
Patent number
US04599333

Reaction notes

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