4-Methoxyphenylhydrazine hydrochloride → 2-(4-Methoxyphenyl)hydrazinecarboxamide

HRID 584728Notes

Reaction equation

HRID 584728 reaction equation
[O-:1][C:2]#[N:3].[K+].Cl.[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][NH2:15])=[CH:10][CH:9]=1>O>[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][NH:15][C:2]([NH2:3])=[O:1])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 27239044-Methoxyphenylhydrazine hydrochlorideHCID 11378442Potassium cyanate

Product 1

HCID 3419712-(4-Methoxyphenyl)hydrazinecarboxamideYield 70.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Under ice-bath cooling, potassium cyanate (1.71 g, 21.1 mmol) was added to a suspension of 4-methoxyphenylhydrazine hydrochloride (3.35 g, 19.2 mmol) in water (40 mL). The mixture was stirred for 1 hour at the same temperature. And then the mixture was warmed to room temperature and stirred for 12 hours. An insoluble material was isolated by filtration, washed with water, and dried in vacuo to give 2-(4-methoxyphenyl)hydrazinecarboxamide (2.45 g, 70.5% yield).

Workup

  1. temperatureUnder ice-bath cooling
  2. stirringstirred for 12 hours
  3. customAn insoluble material was isolated by filtration
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-21e2baf2bc6e4db09a8396440a03f96e
Source dataset
uspto-grants-2005_08
Patent number
US06927230B2

Reaction notes

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