Morpholine → 2-Amino-3,5-dimorpholinopyrazine

HRID 66753

Reaction equation

HRID 66753 reaction equation
[NH2:1][C:2]1[C:7]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[N:6][C:5](Br)=[CH:4][N:3]=1.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>CN(C)C=O>[NH2:1][C:2]1[C:7]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[N:6][C:5]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 167404415-Bromo-3-morpholinopyrazin-2-amine

Product 1

HCID 205289312-Amino-3,5-dimorpholinopyrazine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of the above-obtained 2-amino-3-morpholino-5-bromopyrazine (0.04 mmole), morpholine (0.07 mmole) and 50 ml. of dimethylformamide are heated at 100°-140° C. for about 3 to 5 days 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 2-amino-3,5-dimorpholinopyrazine.

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

Sources & evidence

ORD record
ord-b4acb9a98376473aa71a11783ddbd043
Source dataset
uspto-grants-1982_08
Patent number
US04343802

Linked notes

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