Water → HCID 31068036, compound

HRID 1416155Notes

Reaction equation

HRID 1416155 reaction equation
C(=O)([O-])[O-].[K+].[K+].O.S(C1C=CC(C)=CC=1)(O)(=O)=O.[CH2:19]([O:26][C:27](=[O:30])[CH2:28][NH2:29])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[O:31]=[C:32]1[C:41](=[O:42])[NH:40][C:39]2[C:34](=[CH:35][CH:36]=[C:37]([S:43](Cl)(=[O:45])=[O:44])[CH:38]=2)[NH:33]1>>[CH2:19]([O:26][C:27]([CH2:28][NH:29][S:43]([C:37]1[CH:38]=[C:39]2[C:34](=[CH:35][CH:36]=1)[NH:33][C:32](=[O:31])[C:41](=[O:42])[NH:40]2)(=[O:44])=[O:45])=[O:30])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 49837382,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chlorideHCID 6451311O-benzylglycine toluene-p-sulphonate

Product 1

HCID 31068036HCID 31068036, compoundYield 45%

Procedure

To a solution of 4.14 g (0.03 mole) of potassium carbonate in 25 ml of water 10.12 g (0.03 mole) of aminoacetic acid benzyl ester tosylate are added in small portions, under stirring. Then 5.21 g (0.02 mole) of 1,2,3,4-tetrahydro-2,3-dioxo-6-quinoxalinesulfonyl chloride are added to the mixture, it is stirred at room temperature for 6 hours and allowed to stand for 16 hours. The separated crystals are filtered off, washed with water and acetone, dried, dissolved in a slight amount of hot dimethyl sulfoxide and precipitated with water. Thus 3.50 g (45%) of N-(benzyl-oxycarbonylmethyl)-1,2,3,4-tetrahydro-2,3-dioxo-6-quinoxaline sulfonamide are obtained.

Workup

  1. stirringis stirred at room temperature for 6 hours
  2. filtrationThe separated crystals are filtered off
  3. washwashed with water and acetone
  4. customdried
  5. dissolutiondissolved in a slight amount of hot dimethyl sulfoxide
  6. customprecipitated with water

Sources & evidence

ORD record
ord-4e9d8b86278c41a895c6e705657900aa
Source dataset
uspto-grants-1999_06
Patent number
US05912245

Reaction notes

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