Hydrochloric Acid → HCID 54166571, compound

HRID 343813Notes

Reaction equation

HRID 343813 reaction equation
[Cl:1][C:2]1[C:3]([N:17]([CH2:22][C:23]([O:25]C)=[O:24])[S:18]([CH3:21])(=[O:20])=[O:19])=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[N:8]=[C:7]([O:13][CH3:14])[C:6]([O:15][CH3:16])=[N:5]2.[OH-].[Na+].Cl>O1CCOCC1>[C:23]([CH2:22][N:17]([C:3]1[C:2]([Cl:1])=[C:11]([Cl:12])[CH:10]=[C:9]2[C:4]=1[N:5]=[C:6]([O:15][CH3:16])[C:7]([O:13][CH3:14])=[N:8]2)[S:18]([CH3:21])(=[O:20])=[O:19])([OH:25])=[O:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54506832HCID 54506832, compound

Product 1

HCID 54166571HCID 54166571, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-N-(methoxycarbonylmethyl)-methanesulphonamide (Example 71, WO 96/09295, 1.0 g, 2.357 mmol), 1M sodium hydroxide (12 ml) and 1,4-dioxan (25 ml) was stirred at room temperature for 15 minutes. The resulting solution was acidified to ca. pH5 with 2M hydrochloric acid and concentrated under reduced pressure. The residue was suspended in water (10 ml), collected by filtration and dried under reduced pressure at 80° C. to give N-(carboxymethyl)-N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)methanesulphonamide (876 mg, 91 %) as a white solid, mp 203°-206° C.

Workup

  1. concentrationconcentrated under reduced pressure
  2. filtrationcollected by filtration
  3. customdried under reduced pressure at 80° C.

Sources & evidence

ORD record
ord-9786711f3b2e41119e6327db6703fb80
Source dataset
uspto-grants-1999_01
Patent number
US05863917

Reaction notes

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