Hydrochloric Acid → 2-(3,4-Dichlorobenzyl)-4-oxo-3,4-dihydroquinazoline-7-carboxylic acid

HRID 422041Notes

Reaction equation

HRID 422041 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][C:23]=1[Cl:24])[CH2:5][C:6]1[NH:15][C:14](=[O:16])[C:13]2[C:8](=[CH:9][C:10]([C:17]([O:19]C)=[O:18])=[CH:11][CH:12]=2)[N:7]=1.[OH-].[Na+].Cl>O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][C:23]=1[Cl:24])[CH2:5][C:6]1[NH:15][C:14](=[O:16])[C:13]2[C:8](=[CH:9][C:10]([C:17]([OH:19])=[O:18])=[CH:11][CH:12]=2)[N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 136330126Methyl 2-(3,4-dichlorobenzyl)-4-oxo-3,4-dihydroquinazoline-7-carboxylate

Product 1

HCID 1359004542-(3,4-Dichlorobenzyl)-4-oxo-3,4-dihydroquinazoline-7-carboxylic acidYield 103%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 100 mg of methyl 2-(3,4-dichlorobenzyl)-4-oxo-3,4-dihydroquinazoline-7-carboxylate which was synthesized in Production Example 2, 0.5 mL of 1N sodium hydroxide and 1 mL of water was heated under reflux for about 3 hours. After cooling off, 1N hydrochloric acid was added to the reaction solution to render the latter acidic, and the resulting precipitate was recovered by filtration and dried to provide 99 mg of the title compound.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for about 3 hours
  3. temperatureAfter cooling off
  4. filtrationwas recovered by filtration
  5. customdried

Sources & evidence

ORD record
ord-50fe3afbf21c4a3a9400620cb6761b79
Source dataset
uspto-grants-2012_01
Patent number
US08101624B2

Reaction notes

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