6-(2-amino-indan-5-yl)-4,5-dihydropyridazin-3(2H)-one → 2-amino-5-[pyridazin-3(2H)-on-6-yl]indane hydrobromide

HRID 1598566Notes

Reaction equation

HRID 1598566 reaction equation
[BrH:1].C(O)(=O)C.[NH2:6][CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:16]3[CH2:17][CH2:18][C:19](=[O:22])[NH:20][N:21]=3)[CH:13]=2)[CH2:8]1>C(OCC)C>[BrH:1].[NH2:6][CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:16]3[CH:17]=[CH:18][C:19](=[O:22])[NH:20][N:21]=3)[CH:13]=2)[CH2:8]1

Participants

4

Reactant 2

HCID 140714996-(2-amino-indan-5-yl)-4,5-dihydropyridazin-3(2H)-oneHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 1

HCID 189297722-amino-5-[pyridazin-3(2H)-on-6-yl]indane hydrobromide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In 70 ml of a 25% hydrogen bromide-acetic acid solution was suspended 8.02 g of 2-amino-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane, and 2.96 g of dimethylsulfoxide sulfoxide was added thereto under ice cooling. The mixture was stirred at room temperature for 1.5 hours. Then, 140 ml of diethyl ether was added to the reaction mixture, and crystals precipitated were collected by filtration and recrystallized from methanol to obtain 8.55 g of 2-amino-5-[pyridazin-3(2H)-on-6-yl]indane hydrobromide

Workup

  1. additionwas added
  2. customprecipitated
  3. filtrationwere collected by filtration
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-649850cbd3e747e39d4186b5e0ba763a
Source dataset
uspto-grants-1998_04
Patent number
US05739132

Reaction notes

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