Acetic Anhydride → HCID 19827798, compound

HRID 1709229Notes

Reaction equation

HRID 1709229 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([OH:12])[C:7](=[O:13])[C:6](=[O:14])[NH:5]2.[C:15](OC(=O)C)(=[O:17])[CH3:16]>[OH-].[Na+]>[C:15]([O:12][N:8]1[C:9]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:11][CH:10]=2)[NH:5][C:6](=[O:14])[C:7]1=[O:13])(=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19990411HCID 19990411, compound

Product 1

HCID 19827798HCID 19827798, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 0.4 g (1.9 mmol) 6-chloro-1-hydroxyquinoxaline-2,3(1H,4H)-dione in 15 ml 0.5N sodium hydroxide was added with stirring 1 ml acetic anhydride. Stirring was continued at 25° C. for 1 h to give a precipitate. Recrystallization (dimethylformamide-water) gave 0.2 g (42%) 1-acetoxy-6 -chloroquinoxaline-2,3(1H,4H)-dione. M.p. 219° C. 1H-NMR (DMSO-d6): 12.5 (1H, broad s), 7.2 (3H, m), 2.50 (3H, s). MS (m/e). 254 (M+, 30%).

Workup

  1. customto give a precipitate
  2. customRecrystallization (dimethylformamide-water)

Sources & evidence

ORD record
ord-8fd119d0352b4b8b9f032695d80b5cb2
Source dataset
uspto-grants-1990_08
Patent number
US04948794

Reaction notes

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