Morpholine → 4-(4-Morpholinyl)imidazo[1,2-a]quinoxaline

HRID 1954714Notes

Reaction equation

HRID 1954714 reaction equation
Cl[C:2]1[C:3]2[N:4]([CH:12]=[CH:13][N:14]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>>[N:15]1([C:2]2[C:3]3[N:4]([CH:12]=[CH:13][N:14]=3)[C:5]3[C:10]([N:11]=2)=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 107745254-chloroimidazo[1,2-a]quinoxaline

Product 1

HCID 41333574-(4-Morpholinyl)imidazo[1,2-a]quinoxaline

Procedure

By reaction of 4-chloroimidazo[1,2-a]quinoxaline (example 1) with morpholine, according to a procedure that is similar to that followed in example 3, there is obtained 4-(4-morpholinyl)imidazo[1,2-a]quinoxaline. m.p. (DSC)=142.8° C. (onset); IR (KBr): 3016, 2962, 1517 cm-1 ; 1H-NMR (CDCl3): δ8.0 (1H,s), 7.8÷7.5 (3H,m), 7.5÷7.2 (2H,m), 4.4 (4H,t), 3.9 (4H,t); UV (EtOH): λmax =230, 248, 292, 304, 330 nm. Elementary analysis for C14H13N4O (m.w. 254.29): calcd. C 66.13, H 5.55, N 22.03%; found C 65.43, H 5.47, N 22.25%.

Sources & evidence

ORD record
ord-a464a377e304425da25c715410a7eca9
Source dataset
uspto-grants-2000_09
Patent number
US06124287

Reaction notes

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