Water → HCID 11390701, compound

HRID 2372175Notes

Reaction equation

HRID 2372175 reaction equation
[Cl:1][C:2]1[C:3]([CH3:12])=[C:4]([NH:8][C:9]([NH2:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.O.[NH2:14]N.O>C(O)C>[ClH:1].[Cl:1][C:2]1[C:3]([CH3:12])=[C:4]([NH:8][C:9](=[O:10])[NH:11][NH2:14])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 112524031-(3-chloro-2-methylphenyl)urea

Product 1

HCID 11390701HCID 11390701, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-chloro-2-methylphenylurea (5.0 g, 27.0 mmol), hydrazine hydrate (4.0 g, 80.0 mmol), 4 ml of water and 30 ml of ethanol is heated to reflux for 12 hours. The reaction mixture is then cooled and poured onto ice. A white precipitate forms, which is collected by filtration, washed with water and dried. The resulting solid is dissolved in hot ethanol and conc. HCl is added. The mixture is cooled and the resulting white solid precipitate is collected by filtration, washed with ethanol, and dried under vacuum to give 4-(3-chloro-2-methylphenyl)semicarbazide hydrochloride.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 12 hours
  3. temperatureThe reaction mixture is then cooled
  4. additionpoured onto ice
  5. filtrationA white precipitate forms, which is collected by filtration
  6. washwashed with water
  7. customdried
  8. dissolutionThe resulting solid is dissolved in hot ethanol
  9. additionconc. HCl is added
  10. temperatureThe mixture is cooled
  11. filtrationthe resulting white solid precipitate is collected by filtration
  12. washwashed with ethanol
  13. customdried under vacuum

Sources & evidence

ORD record
ord-77805d4897c8423eb642916e7c18e7a2
Source dataset
uspto-grants-1992_03
Patent number
US05098462

Reaction notes

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