Sodium Hydroxide → 6-(2-amino-indan-5-yl)-4,5-dihydropyridazin-3(2H)-one

HRID 1451787Notes

Reaction equation

HRID 1451787 reaction equation
[OH-].[Na+].[NH2:3][CH:4]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:13]3[CH2:14][CH2:15][C:16](=[O:19])[NH:17][N:18]=3)[CH:10]=2)[CH2:5]1.C12(CS([O-])(=O)=O)C(C)(C)C(CC1)CC2=O>O>[NH2:3][CH:4]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:13]3[CH2:14][CH2:15][C:16](=[O:19])[NH:17][N:18]=3)[CH:10]=2)[CH2:5]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86749702HCID 86749702, compound

Product 1

HCID 140714996-(2-amino-indan-5-yl)-4,5-dihydropyridazin-3(2H)-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In 1.65 l of warm water was dissolved 138.8 g of optically active 2-amino-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane·(-)-camphorsulfonate. Under cooling, 13.05 g of sodium hydroxide dissolved in 130 ml of water was added dropwise to the solution, and the mixture was cooled for 2 hours. Crystals precipitated were collected by filtration, dried and then recrystallized from methanol to obtain 66.6 g of (+)-2-amino-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]-indane.

Workup

  1. temperatureUnder cooling
  2. additionwas added dropwise to the solution
  3. temperaturethe mixture was cooled for 2 hours
  4. customCrystals precipitated
  5. filtrationwere collected by filtration
  6. customdried
  7. customrecrystallized from methanol

Sources & evidence

ORD record
ord-fd747317aebf4a8db6aad2ad209fb7c6
Source dataset
uspto-grants-1997_02
Patent number
US05605901

Reaction notes

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