Sodium Hydroxide → HCID 23288445, compound

HRID 368384Notes

Reaction equation

HRID 368384 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[NH:11][C:12]([NH:14][CH:15]([C:19](OCC)=[O:20])[CH:16]([CH3:18])[CH3:17])=[O:13].[OH-].[Na+]>C(O)C.O>[OH:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[NH:11][C:12]([NH:14][C:15](=[C:19]=[O:20])[CH:16]([CH3:18])[CH3:17])=[O:13]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23288448HCID 23288448, compound

Product 1

HCID 23288445HCID 23288445, compoundYield 49.7%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

To a solution of N-(2-Hydroxy-4-nitrophenyl)-N'-[1-(ethoxycarbonyl)-2-methylpropyl)urea (200 mg, 0.62 mmol) in ethanol/water (10 mL/1 mL), sodium hydroxide (123 mg, 3.1 mmol) was added. The reaction mixture was stirred at reflux temperature for 16 hours. Then the reaction mixture was cooled to room temperature and all the solvent was evaporated. 3N of HCl was added to pH=1. A yellow solid precipitated, it was filtered to give desired product (86 mg, 47%). EI-MS m/z 298.3 (M+). mp: 168.4-169.2° C.

Workup

  1. temperatureat reflux temperature for 16 hours
  2. customall the solvent was evaporated
  3. addition3N of HCl was added to pH=1
  4. customA yellow solid precipitated
  5. filtrationit was filtered

Sources & evidence

ORD record
ord-eed21f7246bf4fa088907b4d7dfea8bc
Source dataset
uspto-grants-2000_10
Patent number
US06133319

Reaction notes

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