2,5-Dimethoxytetrahydrofuran → HCID 20259059, compound

HRID 1583550Notes

Reaction equation

HRID 1583550 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([NH2:13])[N:11]=2)[C:6](=[O:14])[C:5]([C:15]([OH:17])=[O:16])=[CH:4]1)[CH3:2].CO[CH:20]1[CH2:24][CH2:23][CH:22](OC)O1>C(O)(=O)C>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([N:13]3[CH:20]=[CH:24][CH:23]=[CH:22]3)[N:11]=2)[C:6](=[O:14])[C:5]([C:15]([OH:17])=[O:16])=[CH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 12490517HCID 12490517, compound

Product 1

HCID 20259059HCID 20259059, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4.6 Grams of 1-ethyl-1,4-dihydro-4-oxo-7-amino-1,8-naphthyridine-3-carboxylic acid (U.S. Pat. No. 3,149,104) and 2.7 grams of 2,5-dimethoxytetrahydrofuran are placed under reflux for 30 minutes in 70 ml of glacial acetic acid. The mixture is allowed to cool then left for 8 hours at 5° C., and a precipitate is obtained which, when filtered off and recrystallized in acetonitrile, gives 4.3 grams of needles, of melting point 230°-232° C.

Workup

  1. temperatureto cool
  2. customa precipitate is obtained which, when
  3. filtrationfiltered off
  4. customrecrystallized in acetonitrile

Sources & evidence

ORD record
ord-801ef610a0d54ad7ad11200d2e5b3cfa
Source dataset
uspto-grants-1985_11
Patent number
US04552882

Reaction notes

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