Water → HCID 23770433, compound

HRID 1416154Notes

Reaction equation

HRID 1416154 reaction equation
[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].O.[O:9]=[C:10]1[C:19](=[O:20])[NH:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([S:21](Cl)(=[O:23])=[O:22])[CH:16]=2)[NH:11]1>>[OH:4][CH2:3][CH2:2][N:1]([CH2:5][CH2:6][OH:7])[S:21]([C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:9])[C:19](=[O:20])[NH:18]2)(=[O:22])=[O:23]

Participants

4

Reactant 3

HCID 962WaterHCID 8113DiethanolamineHCID 49837382,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride

Product 1

HCID 23770433HCID 23770433, compoundYield 51%

Procedure

To a solution of 10.51 g (0.1 mole) of diethanolamine in 40 ml of water 5.21 g (0.02 mole) of 1,2,3,4-tetrahydro-2,3-dioxo-6-quinoxalinesulfonyl chloride are added in small portions, under stirring. The mixture is stirred at room temperature for 10 hours and allowed to stand for 16 hours. The separated crystals are filtered, washed successively with water and acetone, dried, dissolved in a slight amount of hot dimethyl sulfoxide and precipitated from the solution with water. Thus 3.37 g (51%) of N.N-bis-(2-hydroxyethyl)-1,2,3,4-tetrahydro-2,3-dioxo-6-quinoxaline sulfonamide are obtained, m.p.: 272-276° C.

Workup

  1. stirringThe mixture is stirred at room temperature for 10 hours
  2. filtrationThe separated crystals are filtered
  3. washwashed successively with water and acetone
  4. customdried
  5. dissolutiondissolved in a slight amount of hot dimethyl sulfoxide
  6. customprecipitated from the solution with water

Sources & evidence

ORD record
ord-a57a0f1b88024df587993d1c31bf29df
Source dataset
uspto-grants-1999_06
Patent number
US05912245

Reaction notes

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