Phenylhydrazine → HCID 21449376, compound

HRID 597036Notes

Reaction equation

HRID 597036 reaction equation
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:9][C:10]1[N:15]=[C:14](Cl)[CH:13]=[C:12]([CH3:17])[N:11]=1.O.O.O.C([O-])(=O)C.[Na+].[OH-].[Na+]>O>[C:1]1([N:7]([C:14]2[CH:13]=[C:12]([CH3:17])[N:11]=[C:10]([NH2:9])[N:15]=2)[NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 7516PhenylhydrazineHCID 14798Sodium HydroxideHCID 218102-Amino-4-chloro-6-methylpyrimidineHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 21449376HCID 21449376, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of phenylhydrazine (66ml.), 2-amino-4-chloro-6-methylpyrimidine (86g.), and sodium acetate trihydrate (120g.) in water (2 1.) was heated under reflux for 16 hours. The mixture was cooled, and adjusted to pH 9.0 by the addition of 40% w/v aqueous sodium hydroxide. The resulting precipitate was collected by filtration, and washed successively with water (2 1.) and ethanol (200ml.). The solid was crystallised from ethanol to give N-phenyl-N-(2-amino-6-methylpyrimidin-4-yl)hydrazine, m.p. 173°-174° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 16 hours
  3. temperatureThe mixture was cooled
  4. additionadjusted to pH 9.0 by the addition of 40%
  5. filtrationThe resulting precipitate was collected by filtration
  6. washwashed successively with water (2 1.) and ethanol (200ml.)
  7. customThe solid was crystallised from ethanol

Sources & evidence

ORD record
ord-d1b9570ab45e44169170dfe65181aa1b
Source dataset
uspto-grants-1977_03
Patent number
US04012513

Reaction notes

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