2,3,6-Trichloroquinoxaline → 2,6-Dichloro-6-hydrazinoquinoxaline

HRID 464276Notes

Reaction equation

HRID 464276 reaction equation
[Cl:1][C:2]1[C:11](Cl)=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:13])[CH:8]=2)[N:3]=1.O.[NH2:15][NH2:16]>C(O)C>[Cl:1][C:2]1[CH:11]=[N:10][C:9]2[CH2:8][C:7]([Cl:13])([NH:15][NH2:16])[CH:6]=[CH:5][C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 180702,3,6-TrichloroquinoxalineHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 867398742,6-Dichloro-6-hydrazinoquinoxaline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture consisting of 23 g. (0.10 mole) of 2,3,6-trichloroquinoxaline and 11 g. (0.22 mole) of hydrazine hydrate in 500 ml. of ethanol was stirred at room temperature (~20° C.) overnight (~16 hours). The precipitate which formed was separated by filtration and washed with ethanol to ultimately afford 22.2 g. (97%) of pure 2,6-dichloro-3-hydrazinoquinoxaline, m.p. <250° C. Mass Spectrum: m/e, 228 (P).

Workup

  1. customThe precipitate which formed
  2. customwas separated by filtration
  3. washwashed with ethanol to ultimately afford 22.2 g

Sources & evidence

ORD record
ord-e890be8f7f3641e1b6908fff286e89cd
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Reaction notes

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