Sodium Hydroxide → HCID 178518977, compound

HRID 657018Notes

Reaction equation

HRID 657018 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-:14])=O)=[C:6]([NH:8][C:9]([NH2:11])=[O:10])[CH:7]=1.[OH-].[Na+]>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N+:12]([O-:14])=[N:11][C:9](=[O:10])[NH:8][C:6]=2[CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68810151N-(5-chloro-2-nitrophenyl)urea

Product 1

HCID 178518977HCID 178518977, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of N-(5-chloro-2-nitrophenyl)urea (1.558 g, 7.230 mmol) in an aqueous NaOH solution (4.34 g NaOH in 15 ml water) was heated at reflux for 0.5 h before cooling and treatment with water (100 ml). The mixture was then heated to reflux again and the hot mixture filtered through a Buchner funnel. The filtrate was then acidified with conc. HCl and the resultant solid was filtered, washed with water (20 ml) and dried in vacuo to give the desired product (700 mg, 49%).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 0.5 h
  3. temperaturebefore cooling
  4. temperatureThe mixture was then heated
  5. temperatureto reflux again
  6. filtrationthe hot mixture filtered through a Buchner funnel
  7. filtrationthe resultant solid was filtered
  8. washwashed with water (20 ml)
  9. customdried in vacuo

Sources & evidence

ORD record
ord-c78787aec78f4aa7ab41a3355e617f86
Source dataset
uspto-grants-2011_12
Patent number
US08071592B2

Reaction notes

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