Ethanolamine → HCID 54292921, compound

HRID 1416163Notes

Reaction equation

HRID 1416163 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].O.[N+:6]([C:9]1[CH:18]=[C:17]2[C:12]([NH:13][C:14](=[O:20])[C:15](=[O:19])[NH:16]2)=[CH:11][C:10]=1[S:21](Cl)(=[O:23])=[O:22])([O-:8])=[O:7]>>[OH:2][CH2:1][CH2:3][NH:4][S:21]([C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][C:9]=1[N+:6]([O-:8])=[O:7])[NH:16][C:15](=[O:19])[C:14](=[O:20])[NH:13]2)(=[O:22])=[O:23]

Participants

4

Reactant 3

HCID 700EthanolamineHCID 962WaterHCID 54433101HCID 54433101, compound

Product 1

HCID 54292921HCID 54292921, compoundYield 56%

Procedure

To a solution of 6.11 g (0.1 mole) of ethanolamine in 40 ml of water 6.11 g (0.02 mole) of 1,2,3,4-tetrahydro-7-nitro-2,3-dioxo-6-quinoxalinesulfonyl chloride are added under stirring, the reaction mixture is stirred at room temperature for 6 hours and then allowed to stand for 16 hours. The separated crystals are filtered off, washed with acetone, dried, dissolved in a slight amount of hot dimethyl sulfoxide and precipitated from this solution with 2-propanol. Thus 3.70 g (56%) of 1,2,3,4-tetrahydro-N-(2-hydroxyethyl)-7-nitro-2,3-dioxo-6-quinoxaline sulfonamide are obtained, m.p.: 281-289° C.

Workup

  1. stirringthe reaction mixture is stirred at room temperature for 6 hours
  2. filtrationThe separated crystals are filtered off
  3. washwashed with acetone
  4. customdried
  5. dissolutiondissolved in a slight amount of hot dimethyl sulfoxide
  6. customprecipitated from this solution with 2-propanol

Sources & evidence

ORD record
ord-4341c2b47b59418db4e4a9aa7858a126
Source dataset
uspto-grants-1999_06
Patent number
US05912245

Reaction notes

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