Dimethylamine → N,N-dimethyl-2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonamide

HRID 1416152Notes

Reaction equation

HRID 1416152 reaction equation
[O:1]=[C:2]1[C:11](=[O:12])[NH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([S:13](Cl)(=[O:15])=[O:14])[CH:8]=2)[NH:3]1.[CH3:17][NH:18][CH3:19]>>[CH3:17][N:18]([CH3:19])[S:13]([C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[NH:3][C:2](=[O:1])[C:11](=[O:12])[NH:10]2)(=[O:15])=[O:14]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 49837382,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride

Product 1

HCID 31065283N,N-dimethyl-2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonamideYield 35%

Procedure

A mixture of 3.91 g (0.015 mole) of 1,2,3,4-tetrahydro-2,3-dioxo-6-quinoxalinesulfonyl chloride and 30 ml of 25% aqueous dimethylamine is stirred at room temperature for 6 hours. Then it is filtered, the separated crystals are washed successively with water and acetone, filtered, dried and recrystallized from water. Thus 1.40 g (35%) of N,N-dimethyl-1,2,3,4-tetrahydro-2,3-dioxo-6-quinoxaline sulfonamide is obtained, m.p.: 258-266° C.

Workup

  1. filtrationThen it is filtered
  2. washthe separated crystals are washed successively with water and acetone
  3. filtrationfiltered
  4. customdried
  5. customrecrystallized from water

Sources & evidence

ORD record
ord-048570ced05d4697bb6b7e5030479ebe
Source dataset
uspto-grants-1999_06
Patent number
US05912245

Reaction notes

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