2-Amino-2-methyl-1-propanol → 3-(2-Amino-2-methylpropoxy)-6-chloropyridazine

HRID 745493Notes

Reaction equation

HRID 745493 reaction equation
[H-].[Na+].[NH2:3][C:4]([CH3:8])([CH3:7])[CH2:5][OH:6].[Cl:9][C:10]1[N:11]=[N:12][C:13](Cl)=[CH:14][CH:15]=1>C1C=CC=CC=1>[NH2:3][C:4]([CH3:8])([CH3:7])[CH2:5][O:6][C:13]1[N:12]=[N:11][C:10]([Cl:9])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 118072-Amino-2-methyl-1-propanolHCID 24758Sodium hydrideHCID 673313,6-Dichloropyridazine

Product 1

HCID 103304683-(2-Amino-2-methylpropoxy)-6-chloropyridazineYield 71.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a suspension of 1.5 g of 61% sodium hydride in 20 ml of benzene was added dropwise at room temperature 2.7 g of 2-amino-2-methylpropanol, and then a solution of 4.5 g of 3,6-dichloropyridazine in 20 ml of benzene was added. The mixture was refluxed for one hour. The reaction mixture was cooled, washed with water, and dried over magnesium sulfate. The solvent was evaporated to give 4.33 g of 3-(2-amino-2-methylpropoxy)-6-chloropyridazine.

Workup

  1. temperatureThe mixture was refluxed for one hour
  2. temperatureThe reaction mixture was cooled
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated

Sources & evidence

ORD record
ord-197e265888974b1fbfd729fede3b3cde
Source dataset
uspto-grants-1986_07
Patent number
US04599333

Reaction notes

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