Hydrazine hydrate (1:1) → 2-Chloro-3-hydrazino-6-methoxyquinoxaline

HRID 2412917Notes

Reaction equation

HRID 2412917 reaction equation
[Cl:1][C:2]1[C:11](Cl)=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1.O.[NH2:16][NH2:17]>C(O)C>[Cl:1][C:2]1[C:11]([NH:16][NH2:17])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 6842272,3-Dichloro-6-methoxyquinoxaline

Product 1

HCID 133856792-Chloro-3-hydrazino-6-methoxyquinoxalineYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,3-Dichloro-6-methoxyquinoxaline (4.2 g., 0.018 mole), the product of Preparation E(b), and 2.7 ml. of hydrazine hydrate in 100 ml. of ethanol were heated under reflux for 4 hours and stirred at room temperature overnight. The precipitate was removed by filtration and washed with ethanol to afford 3.9 g. (97% yield) of 2-chloro-3-hydrazino-6-methoxyquinoxaline, m.p. <250° C. Mass spectrum: m/e, 224 (P); m/e 226 (P+2).

Workup

  1. temperatureunder reflux for 4 hours
  2. customThe precipitate was removed by filtration
  3. washwashed with ethanol
  4. customto afford 3.9 g

Sources & evidence

ORD record
ord-23598780aee6489080400c6462e25ea0
Source dataset
uspto-grants-1985_01
Patent number
US04495187

Reaction notes

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