Hydrazine hydrate (1:1) → 2,3,5-Trichloro-6-hydrazinylpyrazine

HRID 1283729Notes

Reaction equation

HRID 1283729 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[N:4][C:3]=1Cl.O.[NH2:12][NH2:13]>O1CCOCC1.C(O)C>[Cl:1][C:2]1[C:3]([NH:12][NH2:13])=[N:4][C:5]([Cl:9])=[C:6]([Cl:8])[N:7]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 311820Tetrachloropyrazine

Product 1

HCID 215166242,3,5-Trichloro-6-hydrazinylpyrazine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
23 °C

Procedure

A solution was prepared by dissolving 21.8 grams of tetrachloropyrazine in 100 milliliters of dioxane. The solution was diluted with 250 milliliters of ethanol and 15 milliliters of hydrazine hydrate was slowly added thereto. The temperature rose from 23°C to 37°C. The solution was held, with stirring, at 23°C for 20 minutes and the 3,5,6-trichloro-2-hydrazinopyrazine product was isolated by pouring the reaction mixture in water and filtering off the solid product. The product melted at 167°-168°C and was recovered in a yield of 20.2 grams (94 percent of theoretical).

Workup

  1. customA solution was prepared
  2. additionwas slowly added
  3. customrose from 23°C to 37°C

Sources & evidence

ORD record
ord-3b4444603e294af58d9ae11a28c2bb20
Source dataset
uspto-grants-1976_08
Patent number
US03976644

Reaction notes

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