Hydrochloric Acid → N-(1.4-Dihydro-6.7-dichloro-2.3-dioxoquinoxaline-5-yl)-N-(3-pyridylmethyl)methanesulphonamide hydrochloride

HRID 1458556Notes

Reaction equation

HRID 1458556 reaction equation
[Cl:1][C:2]1[C:3]([N:17]([CH2:22][C:23]2[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=2)[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]C)[C:6]([O:15]C)=[N:5]2.Cl>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[C:3]([N:17]([CH2:22][C:23]2[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=2)[S:18]([CH3:21])(=[O:20])=[O:19])=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=[O:13])[C:6](=[O:15])[NH:5]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22097013N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-N-(3-pyridylmethyl)methanesulphonamide

Product 1

HCID 22097005N-(1.4-Dihydro-6.7-dichloro-2.3-dioxoquinoxaline-5-yl)-N-(3-pyridylmethyl)methanesulphonamide hydrochlorideYield 181.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-N-(3-pyridylmethyl)-methanesulphonamide (130 mg, 0.293 mmol), 2M hydrochloric acid (2 ml) and dioxane (4 ml) was heated at reflux for 2.5 hours, cooled, and concentrated under reduced pressure. The residue was suspended in water (1 ml), filtered off, and washed with water and ether to give the title compound (120 mg, 98%) as a white solid, m.p. 234°-235° C. (dec.).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2.5 hours
  3. temperaturecooled
  4. concentrationconcentrated under reduced pressure
  5. filtrationfiltered off
  6. washwashed with water and ether

Sources & evidence

ORD record
ord-115a64dcec294303b602f2f6f711fc17
Source dataset
uspto-grants-1998_12
Patent number
US05852016

Reaction notes

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