Morpholine → 4-(3-Chloropyrazin-2-YL)morpholine

HRID 441729

Reaction equation

HRID 441729 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[N:6][CH:5]=[CH:4][N:3]=1.[NH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1>CN(C)C=O>[Cl:8][C:7]1[C:2]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[N:3][CH:4]=[CH:5][N:6]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 785752,3-Dichloropyrazine

Product 1

HCID 205289944-(3-Chloropyrazin-2-YL)morpholine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2,3-dichloropyrazine (5 g., 0.034 mmole), morpholine (5.8 g., 0.067 mmole), and 50 ml. of dimethylformamide are heated at 90°-120° C. for 6-14 hours, in an atmosphere of nitrogen. The reaction mixture is cooled and evaporated to dryness at a water-bath temperature of 55° C. A chloroform solution of the residue is extracted twice with 0.1M sodium hydroxide, dried over magnesium sulfate and evaporated to leave the product.

Workup

  1. temperatureThe reaction mixture is cooled
  2. customevaporated to dryness at a water-bath temperature of 55° C
  3. extractionA chloroform solution of the residue is extracted twice with 0.1M sodium hydroxide
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customto leave the product

Sources & evidence

ORD record
ord-c4676298a1bb4cf5b68cda20689a6741
Source dataset
uspto-grants-1977_08
Patent number
US04042586

Linked notes

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