dimethoxytetrahydrofurane → 3-Quinolinecarboxylic acid, 1,4-dihydro-1-ethyl-4-oxo-7-(1H-pyrrol-1-yl)-

HRID 1583547Notes

Reaction equation

HRID 1583547 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:17])[C:7]([C:14]([OH:16])=[O:15])=[CH:8][N:9]2[CH2:12][CH3:13])=[CH:4][CH:3]=1.CO[C:20]1(OC)[CH2:24][CH2:23][CH2:22]O1>C(O)(=O)C>[N:1]1([C:2]2[CH:11]=[C:10]3[C:5]([C:6](=[O:17])[C:7]([C:14]([OH:16])=[O:15])=[CH:8][N:9]3[CH2:12][CH3:13])=[CH:4][CH:3]=2)[CH:20]=[CH:24][CH:23]=[CH:22]1

Participants

4

Reactant 2

HCID 11788317dimethoxytetrahydrofuraneHCID 13394076HCID 13394076, compound

Product 1

HCID 1755653-Quinolinecarboxylic acid, 1,4-dihydro-1-ethyl-4-oxo-7-(1H-pyrrol-1-yl)-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.3 Gram of 7-amino-1-ethyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid is suspended in 10 ml of acetic acid, 0.17 gram of dimethoxytetrahydrofuran is added and the mixture is heated until the solid has dissolved. The mixture is filtered, and water is added to the filtrate until it becomes turbid. The filtrate is allowed to cool, and the precipitate obtained is filtered off and washed with ethanol. 0.12 gram of a solid is obtained, of melting point 235°-238° C.

Workup

  1. temperaturethe mixture is heated until the solid
  2. dissolutionhas dissolved
  3. filtrationThe mixture is filtered
  4. additionwater is added to the filtrate until it
  5. temperatureto cool
  6. customthe precipitate obtained
  7. filtrationis filtered off
  8. washwashed with ethanol

Sources & evidence

ORD record
ord-fce15de6d2ac462ab9acc3f2ea61ec32
Source dataset
uspto-grants-1985_11
Patent number
US04552882

Reaction notes

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