Hydrochloric Acid → 4-{[Benzyl(butyl)carbamoyl]amino}benzoic acid

HRID 359977Notes

Reaction equation

HRID 359977 reaction equation
[CH2:1]([N:8]([CH2:23][CH2:24][CH2:25][CH3:26])[C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([O:20]CC)=[O:19])=[CH:14][CH:13]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>C(O)C>[CH2:1]([N:8]([CH2:23][CH2:24][CH2:25][CH3:26])[C:9]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]([OH:20])=[O:19])=[CH:16][CH:17]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15137690HCID 15137690, compound

Product 1

HCID 151376914-{[Benzyl(butyl)carbamoyl]amino}benzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5.30 g of 1-benzyl-1-(n-butyl)-3-(4-carboethoxyphenyl)urea in 100 ml of ethanol is treated with 25 ml of 1N aqueous sodium hydroxide, stirred under reflux for 16 hours, allowed to cool, acidified with 1N hydrochloric acid, and filtered. The solid is recrystallized from ethanol to yield 1-benzyl-1-(n-butyl)-3-(4-carboxyphenyl)urea as a white solid.

Workup

  1. temperatureunder reflux for 16 hours
  2. temperatureto cool
  3. filtrationfiltered
  4. customThe solid is recrystallized from ethanol

Sources & evidence

ORD record
ord-fd42e05fe1e247549ba88a82b7ccfca8
Source dataset
uspto-grants-1991_03
Patent number
US05003106

Reaction notes

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