Cyclohexylamine → 1-Cyclohexylamino-8-chloroimidazo[1,2-a]quinoxaline

HRID 1954719Notes

Reaction equation

HRID 1954719 reaction equation
Cl[C:2]1[C:3]2[N:4]([CH:13]=[CH:14][N:15]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][CH:8]=[C:7]([Cl:12])[CH:6]=2.[CH:16]1([NH2:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>>[CH:16]1([NH:22][C:13]2[N:4]3[C:5]4[C:10]([N:11]=[CH:2][C:3]3=[N:15][CH:14]=2)=[CH:9][CH:8]=[C:7]([Cl:12])[CH:6]=4)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 7965CyclohexylamineHCID 232936984,8-Dichloroimidazo[1,2-a]quinoxaline

Product 1

HCID 867558581-Cyclohexylamino-8-chloroimidazo[1,2-a]quinoxaline

Procedure

By reaction of 4,8-dichloroimidazo[1,2-a]quinoxaline (example 18) with cyclohexylamine, following a procedure that is similar to that described in example 3, there is obtained 4-(1-cyclohexylamino-8-chloroimidazo[1,2-a]quinoxaline. m.p. (DSC)=126.7° C.(onset); IR (KBr): 3413, 2926, 1555 cm-1 ; 1H-NMR (CDCl3): δ7.85 (1H,s), 7.7÷7.2 (4H,m), 6.1 (1H,d), 4.2 (1H,m), 2.3÷2.0 (4H,m), 2.0÷1.2 (6H,m); UV (EtOH): λmax =229, 245, 289, 301, 326, 340 nm. Elementary analysis for C16H17ClN4 (m.w. 300.79): calcd. C 63.89, H 5.70, N 18.63%; found C 64.07, H 5.79, N 18.80%.

Sources & evidence

ORD record
ord-e709f934b3dd4a0b9a45296f96f8515c
Source dataset
uspto-grants-2000_09
Patent number
US06124287

Reaction notes

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