2,5-Dimethoxytetrahydrofuran → HCID 10447501, compound

HRID 1458835Notes

Reaction equation

HRID 1458835 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:15])[C:8](=[O:14])[N:9]2[CH2:12][CH3:13])=[CH:4][C:3]=1[N+:16]([O-:18])=[O:17].CO[CH:21]1[CH2:25][CH2:24][CH:23](OC)O1>C(O)(=O)C>[CH2:12]([N:9]1[C:10]2[C:5](=[CH:4][C:3]([N+:16]([O-:18])=[O:17])=[C:2]([N:1]3[CH:21]=[CH:25][CH:24]=[CH:23]3)[CH:11]=2)[NH:6][C:7](=[O:15])[C:8]1=[O:14])[CH3:13]

Participants

4

Reactant 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 22097061HCID 22097061, compound

Product 1

HCID 10447501HCID 10447501, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.9 g (3.5 mmol) of 7-amino-1-ethyl-6-nitro-2,3(1H,4H)-quinoxalinedione and 0.58 g (4.4 mmol) of 2,5-dimethoxytetrahydrofuran in 20 ml of acetic acid were refluxed for 2 h. The mixture was then concentrated under reduced pressure, and the residue was purified by chromatography on silica gel (mobile phase: toluene/acetone/acetic acid=10:10:1) to yield 0.7 g (68%) of the product. Melting point >300° C.

Workup

  1. concentrationThe mixture was then concentrated under reduced pressure
  2. customthe residue was purified by chromatography on silica gel (mobile phase: toluene/acetone/acetic acid=10:10:1)

Sources & evidence

ORD record
ord-71172147b5bf436ba138380694d072f6
Source dataset
uspto-grants-1998_12
Patent number
US05852017

Reaction notes

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