Hydrazine hydrate (1:1) → 3,6-Dimethoxy-2-hydrazinoquinoxaline

HRID 464267Notes

Reaction equation

HRID 464267 reaction equation
Cl[C:2]1[C:11]([O:12][CH3:13])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:14][CH3:15])[CH:8]=2)[N:3]=1.O.[NH2:17][NH2:18]>C(O)C>[CH3:13][O:12][C:11]1[C:2]([NH:17][NH2:18])=[N:3][C:4]2[C:9]([N:10]=1)=[CH:8][C:7]([O:14][CH3:15])=[CH:6][CH:5]=2

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)3×HCID 133856742-Chloro-3,6-dimethoxyquinoxaline

Product 1

HCID 133856753,6-Dimethoxy-2-hydrazinoquinoxaline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture consisting of 5 g. (0.022 mole) of 2-chloro-3,6-dimethoxyquinoxaline and 2.8 g. (0.056 mole) of hydrazine hydrate (2.7 ml.) in 75 ml. of ethanol was heated at 50° C. overnight. Upon completion of this step, a further 1.0 ml. of hydrazine hydrate was added to the mixture and the resulting mixture was heated at 50° C. for a period of six hours. At this point, another 1.0 ml. of hydrazine hydrate was added and the final reaction mixture was heated at 50° C. overnight prior to being cooled to room temperature. The spent mixture was then filtered and the recovered precipitate washed with ethanol to ultimately afford 4.1 g. (85%) of pure 3,6-dimethoxy-2-hydrazinoquinoxaline, m.p. 128°-130° C. (decomp.).

Workup

  1. customthe final reaction mixture
  2. temperaturewas heated at 50° C. overnight
  3. temperatureto being cooled to room temperature
  4. filtrationThe spent mixture was then filtered
  5. washthe recovered precipitate washed with ethanol to ultimately afford 4.1 g

Sources & evidence

ORD record
ord-6d1a2039037949abba71941d6e788c1a
Source dataset
uspto-grants-1985_10
Patent number
US04547501

Reaction notes

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