Hydrochloric Acid → HCID 178518841, compound

HRID 927129Notes

Reaction equation

HRID 927129 reaction equation
[Cl:1][C:2]1[CH:35]=[CH:34][C:5]([CH2:6][S:7][C:8]2[N:13]=[N:12][C:11]([O:14]CC3C=CC(OC)=CC=3)=[C:10]([O:24]CC3C=CC(OC)=CC=3)[CH:9]=2)=[CH:4][CH:3]=1.Cl.O1CCOCC1>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][S:7][C:8]2[CH:9]=[C:10]([OH:24])[C:11](=[O:14])[NH:12][N:13]=2)=[CH:34][CH:35]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 71270229HCID 71270229, compound2×

Product 1

HCID 178518841HCID 178518841, compoundYield 5,471.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 6-[(4-chlorobenzyl)sulfanyl]-3,4-bis[(4-methoxybenzyl)oxy]pyridazine (Intermediate 8; 527 mg, 1.04 mmol) in methanol (5177 μl) was added a solution of hydrogen chloride in dioxane (4.0 M, 5177 μl, 20.71 mmol) and the reaction was allowed to stir at room temperature for 72 hours. The resulting mixture was concentrated in vacuo to afford a yellow solid which was recrystallised from ethanol to afford 6-[(4-chlorobenzyl)sulfanyl]-4-hydroxypyridazin-3(2H)-one as white crystals (153 mg, 56.9 mmol, 55%).

Workup

  1. concentrationThe resulting mixture was concentrated in vacuo
  2. customto afford a yellow solid which
  3. customwas recrystallised from ethanol

Sources & evidence

ORD record
ord-6a149473d80c46d59bfc0c3b595ff057
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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