Hydrochloric Acid → HCID 18325066, compound

HRID 1250943Notes

Reaction equation

HRID 1250943 reaction equation
C[O:2][C:3]([C:5]1[C:14]([CH3:15])=[C:13]([C:16]2[CH:24]=[CH:23][C:19]3[O:20][CH2:21][O:22][C:18]=3[CH:17]=2)[C:12]2[C:7](=[CH:8][CH:9]=[C:10]3[O:27][CH2:26][O:25][C:11]3=2)[N:6]=1)=[O:4].Cl>CO>[O:20]1[C:19]2[CH:23]=[CH:24][C:16]([C:13]3[C:12]4[C:7](=[CH:8][CH:9]=[C:10]5[O:27][CH2:26][O:25][C:11]5=4)[N:6]=[C:5]([C:3]([OH:4])=[O:2])[C:14]=3[CH3:15])=[CH:17][C:18]=2[O:22][CH2:21]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18325123HCID 18325123, compound

Product 1

HCID 18325066HCID 18325066, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.5% aqueous NaoH solution (20 ml) was added to a solution of 9-(1,3-benzodioxole-5-yl)-8-methyl-1,3-dioxolo[4,5-f]quinoline-7-carboxylic acid methyl ester in methanol (20 ml). The mixture was refluxed for one hour. 1N HCl was added to the reaction mixture to make it slightly acidic (pH 5), followed by extraction with ethyl acetate. The extract was washed with water, dried over magnesium sulfate and concentrated under reduced pressure to yield the title compound as yellow crystals (252 mg). Some portions of the compound were recrystalized from THF to be used for elemental and instrumental analysis.

Workup

  1. temperatureThe mixture was refluxed for one hour
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe extract was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-07244c556c3a4a709623665979f94f91
Source dataset
uspto-grants-2002_01
Patent number
US06340704B1

Reaction notes

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