Pyridine → 2-Hydrazinyl-5-phenylpyrazine

HRID 1995061

Reaction equation

HRID 1995061 reaction equation
Cl[C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][N:3]=1.N1C=CC=CC=1.O.[NH2:21][NH2:22]>O>[NH:21]([C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][N:3]=1)[NH2:22]

Participants

5

Reactant 3

HCID 1049PyridineHCID 24654Hydrazine hydrate (1:1)HCID 12366642-Chloro-5-phenylpyrazine

Product 1

HCID 131998672-Hydrazinyl-5-phenylpyrazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.0 g. of 2-chloro-5-phenylpyrazine, m.p. 98°-99° C., 5.0 ml. of pyridine and 5.0 ml. of hydrazine hydrate is heated at reflux for 1.5 hours. The solution is cooled, and 20 ml. of water is added. The colorless crystalline product is collected and air dried. The crude product is recrystallized from aqueous ethanol to yield 0.35 g. of the product of the example as colorless needles, m.p. 128°-130° C.

Workup

  1. additionA mixture of 1.0 g
  2. temperatureat reflux for 1.5 hours
  3. temperatureThe solution is cooled
  4. customThe colorless crystalline product is collected
  5. customair dried
  6. customThe crude product is recrystallized from aqueous ethanol
  7. customto yield 0.35 g

Sources & evidence

ORD record
ord-21ffbdf0805c4b64b5feca5098d9f0ce
Source dataset
uspto-grants-1983_09
Patent number
US04402958

Linked notes

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