Hydrochloric Acid → HCID 56597619, compound

HRID 509093Notes

Reaction equation

HRID 509093 reaction equation
[Cl:1][C:2]1[C:3]([S:29][C:30]2[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=2)=[CH:4][C:5]([F:28])=[C:6]([S:8]([N:11](CC2C=CC(OC)=CC=2OC)[C:12]2[S:13][CH:14]=[N:15][N:16]=2)(=[O:10])=[O:9])[CH:7]=1.Cl>O1CCOCC1>[Cl:1][C:2]1[C:3]([S:29][C:30]2[CH:31]=[CH:32][C:33]([O:36][CH3:37])=[CH:34][CH:35]=2)=[CH:4][C:5]([F:28])=[C:6]([S:8]([NH:11][C:12]2[S:13][CH:14]=[N:15][N:16]=2)(=[O:10])=[O:9])[CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66652826HCID 66652826, compound

Product 1

HCID 56597619HCID 56597619, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To 5-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-4-[(4-methoxyphenyl)thio]-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide (Preparation 4, 0.224 g, 0.387 mmol) in 1,4-dioxane (1 mL) was added a 4M solution of hydrogen chloride in 1,4-dioxane (3 mL). The reaction was stirred under a nitrogen atmosphere at ambient temperature overnight before concentrating in vacuo. The residue was purified by silica gel flash chromatography to afford a white solid. The solid was further purified by reverse phase column chromatography (Trilution system) to afford the title compound as a solid (0.115 g, 69%).

Workup

  1. concentrationbefore concentrating in vacuo
  2. customThe residue was purified by silica gel flash chromatography
  3. customto afford a white solid
  4. customThe solid was further purified by reverse phase column chromatography (Trilution system)

Sources & evidence

ORD record
ord-cedfd79c71ad4420982a6b55111ec455
Source dataset
uspto-grants-2015_08
Patent number
US09096558B2

Reaction notes

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