Hydrazine hydrate (1:1) → HCID 66878617, compound

HRID 1878371Notes

Reaction equation

HRID 1878371 reaction equation
[N:1]1[CH:6]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:4]=[CH:3][C:2]=1[C:12]([O:14]CC)=O.O.[NH2:18][NH2:19]>C(O)C>[NH:18]([C:12]([C:2]1[N:1]=[CH:6][C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[N:4][CH:3]=1)=[O:14])[NH2:19]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13692208Diethyl pyrazine-2,5-dicarboxylate

Product 1

HCID 66878617HCID 66878617, compoundYield 71.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
75 °C

Procedure

A mixture of diethyl pyrazine-2,5-dicarboxylate (1.75 g, 7.81 mmol) and ethanol (15 mL) was heated to 75° C. to obtain a homogeneous solution. After cooling to room temperature, a solution of hydrazine monohydrate (0.281 g, 7.03 mmol) in ethanol (3.5 mL) was added to the solution dropwise over 4 hours. After stirring at room temperature overnight, a solid had precipitated out of the reaction mixture. The solid was collected by filtration and dried under vacuum to give the title compound (1.05 g).

Workup

  1. customto obtain a homogeneous solution
  2. temperatureAfter cooling to room temperature
  3. customa solid had precipitated out of the reaction mixture
  4. filtrationThe solid was collected by filtration
  5. customdried under vacuum

Sources & evidence

ORD record
ord-941fc9a125a447aebfc20a695f23ac30
Source dataset
uspto-grants-2012_11
Patent number
US08314091B2

Reaction notes

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