Morpholine → HCID 68688845, compound

HRID 1593387Notes

Reaction equation

HRID 1593387 reaction equation
Cl[C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=2)[N:3]=1.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>C1COCC1>[O:18]1[CH2:19][CH2:20][N:15]([C:2]2[CH:11]=[N:10][C:9]3[C:4](=[CH:5][CH:6]=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=3)[N:3]=2)[CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 2357142-chloro-6-nitroquinoxaline

Product 1

HCID 68688845HCID 68688845, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into 10 ml of THF was dissolved 1.16 g of 2-chloro-6-nitroquinoxaline, and then 20 ml of morpholine was added thereto, followed by heating under refluxing for 30 minutes. Then, the solvent was removed by evaporation. Water was added to the residue, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium bicarbonate aqueous solution and saturated saline. After the solvent was removed by evaporation, the residue was crystallized from diethyl ether to obtain 1.5 g of the title compound.

Workup

  1. temperatureby heating
  2. temperatureunder refluxing for 30 minutes
  3. customThen, the solvent was removed by evaporation
  4. additionWater was added to the residue
  5. extractionfollowed by extraction with ethyl acetate
  6. washThe organic layer was washed with a saturated sodium bicarbonate aqueous solution and saturated saline
  7. customAfter the solvent was removed by evaporation
  8. customthe residue was crystallized from diethyl ether

Sources & evidence

ORD record
ord-d99fce1c8fec4496b1606636e2fc06bc
Source dataset
uspto-grants-2007_11
Patent number
US07297698B2

Reaction notes

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