Ethanol → HCID 86592614, compound

HRID 349178Notes

Reaction equation

HRID 349178 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4](Cl)[N:3]=1.C([CH:11]([NH2:14])[CH2:12][CH3:13])C.[CH3:15][CH2:16]O>>[CH2:4]([N:3]1[CH:2]=[CH:7][N:6]=[C:12]([CH2:13][CH2:16][CH3:15])[CH:11]1[NH2:14])[CH3:5]

Participants

4

Reactant 3

HCID 702EthanolHCID 120193-PentanamineHCID 785042,6-Dichloropyrazine

Product 1

HCID 86592614HCID 86592614, compound

Procedure

A solution of 2,6-dichloropyrazine (2.2 g) and 1-ethylpropylamine (5 mL) in EtOH (10 mL) is heated at 140° C. in a Teflon-sealed tube. The resulting solution is concentrated in vacuo, diluted by water, and extracted twice with hexane-ethyl ether. Combined extracts are dried (sodium sulfate), filtered, concentrated in vacuo, and the residue is filtered through a short pad of silica gel. The filtrate is concentrated to give 6-chloro-[N-(1-ethyl(propyl]pyrazine-2-amine as brownish oil that solidifies on standing (3.0 g).

Workup

  1. customsealed tube
  2. concentrationThe resulting solution is concentrated in vacuo
  3. additiondiluted by water
  4. extractionextracted twice with hexane-ethyl ether
  5. dry with materialCombined extracts are dried (sodium sulfate)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. filtrationthe residue is filtered through a short pad of silica gel
  9. concentrationThe filtrate is concentrated

Sources & evidence

ORD record
ord-63303b6c4c9d400ca7824caf09812cae
Source dataset
uspto-grants-2007_02
Patent number
US07179807B2

Reaction notes

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