Hydrochloric Acid → HCID 22467351, compound

HRID 1934714Notes

Reaction equation

HRID 1934714 reaction equation
[CH:1]1([NH:6][C:7]2[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][C:8]=2[C:9]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([O:21]CC)=[O:20])=[CH:15][CH:14]=2)=[O:10])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].Cl>C(O)C>[C:19]([C:16]1[CH:15]=[CH:14][C:13]([CH2:12][NH:11][C:9](=[O:10])[C:8]2[CH:24]=[C:25]([N+:28]([O-:30])=[O:29])[CH:26]=[CH:27][C:7]=2[NH:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:18][CH:17]=1)([OH:21])=[O:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22467564HCID 22467564, compound

Product 1

HCID 22467351HCID 22467351, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(cyclopentylamino)-N-(4-ethoxycarbonylbenzyl)-5-nitrobenzamide (645 mg), ethanol (30 mL) and 1N-sodium hydroxide solution (5 mL) was heated for 2 hours under reflux. The mixture was acidified with 1 N-hydrochloric acid to pH 4 and the organic solvent was removed by evaporation. The resulting precipitates were collected by filtration and washed with water and diethyl ether to give N-(4-carboxybenzyl)-2-(cyclopentylamino)-5-nitrobenzamide as yellow powders (541 mg).

Workup

  1. temperaturewas heated for 2 hours
  2. temperatureunder reflux
  3. customthe organic solvent was removed by evaporation
  4. customThe resulting precipitates
  5. filtrationwere collected by filtration
  6. washwashed with water and diethyl ether

Sources & evidence

ORD record
ord-db8a8826102f42249e7ef155d15ce4db
Source dataset
uspto-grants-2002_05
Patent number
US06384080B1

Reaction notes

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