Hydrochloric Acid → HCID 59436263, compound

HRID 2089830Notes

Reaction equation

HRID 2089830 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:25])[C:5]([C:21]([O:23]C)=[O:22])=[N:6][N:7]([C:9]2[C:19]([F:20])=[CH:18][C:12]3[O:13][C:14]([F:17])([F:16])[O:15][C:11]=3[CH:10]=2)[CH:8]=1.[OH-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[C:4](=[O:25])[C:5]([C:21]([OH:23])=[O:22])=[N:6][N:7]([C:9]2[C:19]([F:20])=[CH:18][C:12]3[O:13][C:14]([F:16])([F:17])[O:15][C:11]=3[CH:10]=2)[CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59436200HCID 59436200, compound

Product 1

HCID 59436263HCID 59436263, compoundYield 80.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of methyl 5-methoxy-4-oxo-1-(2,2,6-trifluoro-1,3-benzodioxol-5-yl)-1,4-dihydropyridazine-3-carboxylate (1.53 g, 4.27 mmol) in MeOH (17 mL) was added 1 M NaOH aqueous solution (8.5 mL) at 0° C. The mixture was stirred at room temperature for 30 min. To the mixture was added 1 M HCl aqueous solution (8.5 mL) at 0° C. The mixture was concentrated in vacuo. The precipitates were collected by filtration, washed with water and dried in vacuo at 60° C. to yield the title compound (1.18 g, 80% yield) as a pale yellow solid: 1H NMR (DMSO-d6, 300 MHz): δ ppm 3.86 (3H, s), 7.98 (1H, d, J=9.4 Hz), 8.03 (1H, d, J=6.4 Hz), 8.79 (1H, s), 14.77 (1H, brs).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. filtrationThe precipitates were collected by filtration
  3. washwashed with water
  4. customdried in vacuo at 60° C.

Sources & evidence

ORD record
ord-1fb0ba880ab34d17a5a7ecc0cc4d0be4
Source dataset
uspto-grants-2013_05
Patent number
US08435995B2

Reaction notes

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