Sodium Carbonate → 2-Tert-butyl-4,5-dichloro-2,3-dihydropyridazin-3-one

HRID 1751853Notes

Reaction equation

HRID 1751853 reaction equation
[C:1](O)(=O)/[C:2](=[C:4](\[CH:6]=[O:7])/[Cl:5])/[Cl:3].C([O-])([O-])=O.[Na+].[Na+].Cl.[C:17]([NH:21][NH2:22])([CH3:20])([CH3:19])[CH3:18]>O>[C:17]([N:21]1[C:6](=[O:7])[C:4]([Cl:5])=[C:2]([Cl:3])[CH:1]=[N:22]1)([CH3:20])([CH3:19])[CH3:18]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 81889tert-Butylhydrazine monohydrochlorideHCID 2771871Mucochloric Acid

Product 1

HCID 27822252-Tert-butyl-4,5-dichloro-2,3-dihydropyridazin-3-oneYield 92.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To mucochloric acid (4.0 g, 23.6 mmol) in water (35 ml) at 0° C. was added anhydrous Na2CO3 (1.21 g, 11.5 mmol). This was stirred till a clear solution was obtained and to this was added tert-butylhydrazine hydrochloride (2.94 g, 23.6 mmol). A precipitate started to form after a few minutes. The reaction was stirred for a further 2.5 hrs after which it was filtered. The yellow precipitate was washed with cold water and dried to give 4.81 g of the crude hydrazone.

Workup

  1. customwas obtained
  2. customto form after a few minutes
  3. stirringThe reaction was stirred for a further 2.5 hrs after which it
  4. filtrationwas filtered
  5. washThe yellow precipitate was washed with cold water
  6. customdried

Sources & evidence

ORD record
ord-aa52b033e52545afbf95f9f2e990982a
Source dataset
uspto-grants-2015_10
Patent number
US09161997B2

Reaction notes

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