Sodium hydride → 3-(2-Amino-2-methylpropylthio)-6-chloropyridazine

HRID 745503

Reaction equation

HRID 745503 reaction equation
[H-].[Na+].[CH3:3][C:4]([NH2:8])([CH3:7])[CH2:5][SH:6].[Cl:9][C:10]1[N:11]=[N:12][C:13](Cl)=[CH:14][CH:15]=1>C1C=CC=CC=1>[NH2:8][C:4]([CH3:7])([CH3:3])[CH2:5][S:6][C:13]1[N:12]=[N:11][C:10]([Cl:9])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 673313,6-DichloropyridazineHCID 5210402-Amino-2-methylpropane-1-thiol

Product 1

HCID 104659523-(2-Amino-2-methylpropylthio)-6-chloropyridazineYield 36.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent3×

Procedure

To a suspension of 1.32 g of 61% sodium hydride in 20 ml of benzene was added dropwise at room tmperature a solution of 2.6 g of 2-methyl-2-aminopropanethiol in 10 ml of benzene. Then, a solution of 4.1 g of 3,6-dichloropyridazine in 10 ml of benzene was added, and the mixture was refluxed for 6 hours. After cooling, the reaction mixture was washed with water and dried over magnesium sulfate. The solvent was evaporated to give 1.96 g of 3-(2-amino-2-methylpropylthio)-6-chloropyridazine.

Workup

  1. temperaturethe mixture was refluxed for 6 hours
  2. temperatureAfter cooling
  3. washthe reaction mixture was washed with water
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated

Sources & evidence

ORD record
ord-d11e9d34c4b14cf696bdabc57d562ff8
Source dataset
uspto-grants-1986_07
Patent number
US04599333

Linked notes

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