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

HRID 66736

Reaction equation

HRID 66736 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 heatd 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 0.1 M 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 0.1 M sodium hydroxide
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customto leave the product

Sources & evidence

ORD record
ord-65580d25f3c146bd866873d7acc15506
Source dataset
uspto-grants-1982_08
Patent number
US04343802

Linked notes

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