Methyl 2,5-dimethoxyoxolane-2-carboxylate → HCID 22097065, compound

HRID 1458853Notes

Reaction equation

HRID 1458853 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:19])[C:8](=[O:18])[N:9]2[CH2:12][CH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])=[CH:4][C:3]=1[N+:20]([O-:22])=[O:21].[CH3:23][O:24][C:25]([C:27]1(OC)[CH2:31][CH2:30][CH:29](OC)O1)=[O:26]>C(O)(=O)C>[CH2:14]([CH:13]([CH2:16][CH3:17])[CH2:12][N:9]1[C:10]2[C:5](=[CH:4][C:3]([N+:20]([O-:22])=[O:21])=[C:2]([N:1]3[CH:29]=[CH:30][CH:31]=[C:27]3[C:25]([O:24][CH3:23])=[O:26])[CH:11]=2)[NH:6][C:7](=[O:19])[C:8]1=[O:18])[CH3:15]

Participants

4

Reactant 2

HCID 13152840Methyl 2,5-dimethoxyoxolane-2-carboxylateHCID 22097141HCID 22097141, compound

Product 1

HCID 22097065HCID 22097065, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3.0 g (9.8 mmol) of 7-amino-1-(2-ethylbutyl)-6-nitro-2,3(1H,4H)-quinoxalinedione (Example 40 h) and 1.8 g (9.8 mmol) of 2-methoxycarbonyl-2,5-dimethoxytetrahydrofuran were refluxed in 150 ml of concentrated acetic acid for 1 h. The mixture was then poured into ice-water, and the precipitate was filtered off with suction to yield 1.1 g (28%) of the product. Melting point 240°-241° C.

Workup

  1. filtrationthe precipitate was filtered off with suction

Sources & evidence

ORD record
ord-8beaefffa05144feafa10ea13deff4a2
Source dataset
uspto-grants-1998_12
Patent number
US05852017

Reaction notes

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