Sodium Hydroxide → 2-(1H-Pyrrol-1-yl)pyrazine

HRID 1576277Notes

Reaction equation

HRID 1576277 reaction equation
[NH2:1][C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1.CO[CH:10]1[CH2:14][CH2:13][CH:12](OC)O1.[OH-].[Na+]>C(O)(=O)C>[N:3]1[CH:4]=[CH:5][N:6]=[CH:7][C:2]=1[N:1]1[CH:10]=[CH:14][CH:13]=[CH:12]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 78747AminopyrazineHCID 790982,5-Dimethoxytetrahydrofuran

Product 1

HCID 14809132-(1H-Pyrrol-1-yl)pyrazine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
105 °C

Procedure

A mixture of 43 g (0.5 mole) 2-aminopyrazine and 66 g (0.5 mole) 2,5-dimethoxytetrahydrofuran is placed in a 1-liter 3-neck flask equipped with a stirrer, addition funnel, thermometer and condenser, and 200 ml glacial acetic acid is added dropwise with stirring while maintaining the temperature below 20°C. The reaction mixture is refluxed at 105°C for 30 minutes and, after cooling, it is made basic by the addition of 325 ml of 30% aqueous sodium hydroxide and steam-distilled.

Workup

  1. customis placed in a 1-liter 3-neck flask
  2. customequipped with a stirrer, addition funnel
  3. temperaturewhile maintaining the temperature below 20°C
  4. temperatureafter cooling
  5. distillationsteam-distilled

Sources & evidence

ORD record
ord-cf39597eb7704a00833fd7ebcb53bb14
Source dataset
uspto-grants-1976_09
Patent number
US03980089

Reaction notes

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