Hydrochloric Acid → HCID 70433153, compound

HRID 986244Notes

Reaction equation

HRID 986244 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH3:20])[CH2:7][C:6]2=[O:21])#N.[OH-:22].[K+].Cl.C[OH:26]>>[CH3:20][O:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:8]1[CH2:7][C:6](=[O:21])[C:5]2[C:10](=[CH:11][CH:12]=[C:3]([C:1]([OH:26])=[O:22])[CH:4]=2)[N:9]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 70433304HCID 70433304, compound

Product 1

HCID 70433153HCID 70433153, compound

Procedure

The compound of example 57 was prepared in the following manner: to 4 grams of 6-cyano-2-(2-methoxyphenyl)-4-quinolone were added 3 grams of potassium hydroxide and 100 ml. of methanol, the mixture was heated to reflux for 4 hours, then poured into ice water. The mixture was adjusted to pH 3 with 10% hydrochloric acid, and crystals which separate out therefrom were collected by filtration and recrystallized from dimethyl formamide to give 2.7 grams of the desired 2-(2-methoxyphenyl)-4-quinolone-6-carboxylic acid, colorless crystals, melting point 290° to 294° C.

Workup

  1. temperatureto reflux for 4 hours
  2. customseparate out
  3. filtrationtherefrom were collected by filtration
  4. customrecrystallized from dimethyl formamide

Sources & evidence

ORD record
ord-4b5cdee6b49c475889992efccabf632e
Source dataset
uspto-grants-1987_12
Patent number
US04711898

Reaction notes

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