Methanol → HCID 23168169, compound

HRID 346155Notes

Reaction equation

HRID 346155 reaction equation
[C:1]([CH2:4][C:5]1[CH:14]=[C:13]2[C:8]([NH:9][C:10](=[O:17])[C:11](=[O:16])[N:12]2[OH:15])=[CH:7][CH:6]=1)([OH:3])=[O:2].S(=O)(=O)(O)O.[CH3:23]O>>[OH:15][N:12]1[C:13]2[C:8](=[CH:7][CH:6]=[C:5]([CH2:4][C:1]([O:3][CH3:23])=[O:2])[CH:14]=2)[NH:9][C:10](=[O:17])[C:11]1=[O:16]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 19990423HCID 19990423, compound

Product 1

HCID 23168169HCID 23168169, compoundYield 76%

Conditions

Temperature
25 °C

Procedure

A mixture of 0.5 g (2.1 mmol) 7-carboxymethyl-1-hydroxyquinoxaline-2,3(1H,4H)-dione, 5 dr. sulfuric acid (97%) and 50 ml methanol was refluxed for 1 h. After cooling to 25° C. the precipitate was filtered off and washed with ether to give 0.4 g (76%) of 1-hydroxy-7-methoxycarbonylmethyl-quinoxaline-2,3(1H,4H)-dione. M.p. decomp. 1H-NMR (DMSO-d6): 12.2 (1H, broad s), 7.5-7.1 (3H, m), 3.9 (2H, s), 3.7 (3H,s).

Workup

  1. filtrationwas filtered off
  2. washwashed with ether

Sources & evidence

ORD record
ord-509dfba5e9194226b413bc0cf71e7561
Source dataset
uspto-grants-1991_10
Patent number
US05061706

Reaction notes

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