Hydrochloric Acid → HCID 178439578, compound

HRID 1165604Notes

Reaction equation

HRID 1165604 reaction equation
[C:1]([C:4]([NH:9][C:10]([C:12]1[C:21]([C:22]([OH:24])=[O:23])=[CH:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=1)=O)([CH3:8])[CH:5]([CH3:7])[CH3:6])(=[O:3])[NH2:2].[OH-].[Na+].Cl>O>[CH:5]([C:4]1([CH3:8])[NH:9][C:10]([C:12]2[C:21]([C:22]([OH:24])=[O:23])=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]=2)=[N:2][C:1]1=[O:3])([CH3:7])[CH3:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 134747362-[(1-Carbamoyl-1,2-dimethylpropyl)carbamoyl]-3-quinolinecarboxylic acid

Product 1

HCID 178439578HCID 178439578, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2-[(1-carbamoyl-1,2-dimethylpropyl)carbamoyl]-3-quinolinecarboxylic acid (0.152 mol), in water (50 mL) containing sodium hydroxide (0.06 mol) is heated at 75° to 80° C. for two hours. The solution is cooled in an ice bath and acidified with concentrated hydrochloric acid, added in small increments. The resulting precipitate is filtered, washed with water, air dried, and recrystallized from acetone to afford the 2-(5-isopropyl-5-methyl-4-oxo-2-imidazolin-2-yl)-3-quinolinecarboxylic acid, mp 239°-243.5° C.

Workup

  1. temperatureis heated at 75° to 80° C. for two hours
  2. temperatureThe solution is cooled in an ice bath
  3. additionadded in small increments
  4. filtrationThe resulting precipitate is filtered
  5. washwashed with water, air
  6. customdried
  7. customrecrystallized from acetone

Sources & evidence

ORD record
ord-e6004a3e4d474ffdb0b54f99284593b3
Source dataset
uspto-grants-1990_03
Patent number
US04910327

Reaction notes

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