Hydrochloric Acid → HCID 22936444, compound

HRID 387977Notes

Reaction equation

HRID 387977 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:26]=[CH:25][C:7]([O:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:23][CH3:24])=[C:16]([C:19]([O:21]C)=[O:20])[CH:17]=3)[N:12]=[CH:11][CH:10]=2)=[CH:6][C:5]=1[N+:27]([O-:29])=[O:28].Cl>CO>[Cl:3][C:4]1[CH:26]=[CH:25][C:7]([O:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:23][CH3:24])=[C:16]([C:19]([OH:21])=[O:20])[CH:17]=3)[N:12]=[CH:11][CH:10]=2)=[CH:6][C:5]=1[N+:27]([O-:29])=[O:28]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22936400HCID 22936400, compound

Product 1

HCID 22936444HCID 22936444, compoundYield 93.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

After adding methanol (30 ml) and 2N aqueous sodium hydroxide (10 ml) to methyl 4-(4-chloro-3-nitrophenoxy)-7-methoxy-6-quinoline carboxylate (1.00 g, 2.57 mmol), the mixture was stirred at 60° C. for 1 hour. The reaction solution was allowed to cool to room temperature, 2N hydrochloric acid was added for neutralization, the methanol was distilled off, and the precipitated light brown crystals were filtered out, thoroughly washed with water and dried at 70° C. to obtain the title compound (897 mg, 2.39 mmol, 93.1%).

Workup

  1. temperatureto cool to room temperature
  2. distillationthe methanol was distilled off
  3. filtrationthe precipitated light brown crystals were filtered out
  4. washthoroughly washed with water
  5. customdried at 70° C.

Sources & evidence

ORD record
ord-d6e72f6ec71e4d00ac85bc2e3fbcc499
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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