Morpholine → HCID 68688845, compound

HRID 1445475Notes

Reaction equation

HRID 1445475 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-f9be78f7a51c4db18da3606e38f5e33b
Source dataset
uspto-grants-2010_02
Patent number
US07666873B2

Reaction notes

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