Hydrochloric Acid → 1H-Isoindole-1,3(2H)-dione, 2-[(2,3-dihydro-3-oxo-4-pyridazinyl)methyl]-

HRID 2092036Notes

Reaction equation

HRID 2092036 reaction equation
C[O:2][C:3]1[N:4]=[N:5][CH:6]=[CH:7][C:8]=1[CH2:9][N:10]1[C:18](=[O:19])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]1=[O:20].Cl>O1CCOCC1>[O:2]=[C:3]1[C:8]([CH2:9][N:10]2[C:11](=[O:20])[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:18]2=[O:19])=[CH:7][CH:6]=[N:5][NH:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59574580HCID 59574580, compound

Product 1

HCID 595748041H-Isoindole-1,3(2H)-dione, 2-[(2,3-dihydro-3-oxo-4-pyridazinyl)methyl]-Yield 100.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-[(3-Methoxypridazin-4-yl)methyl]isoindoline-1,3-dione (1.15 g, 4.27 mmol) in 1,4-dioxane (90 mL) was refluxed with 12 M hydrochloric acid (2 mL) for 1 hour. After completion of the reaction, the solvent was removed by vacuum distillation to give the desired product (1.1 g, 100% yield).

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was removed by vacuum distillation

Sources & evidence

ORD record
ord-2046861e8c9f4fa3921da752d1284c5a
Source dataset
uspto-grants-2013_05
Patent number
US08440666B2

Reaction notes

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