2,3,6-Trichloroquinoxaline → 8-chloroimidazo[1,2-a]quinoxaline-4(5H)-one

HRID 1954717ノート

反応式

HRID 1954717 の反応式
Cl[C:2]1[C:11](Cl)=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:13])[CH:8]=2)[N:3]=1.CO[CH:16]([O:19]C)[CH2:17][NH2:18]>>[Cl:13][C:7]1[CH:8]=[C:9]2[C:4]([NH:3][C:16](=[O:19])[C:17]3[N:10]2[CH:11]=[CH:2][N:18]=3)=[CH:5][CH:6]=1

参加物

3

反応物 2

HCID 180702,3,6-TrichloroquinoxalineHCID 89728Aminoacetaldehyde dimethyl acetal

生成物 1

HCID 105368758-chloroimidazo[1,2-a]quinoxaline-4(5H)-one

実験手順

By reaction of 2,3,6-trichloroquinoxaline with aminoacetaldehyde dimethyl acetal, according to a procedure that is similar to that followed in example 1, there is obtained 8-chloroimidazo[1,2-a]quinoxaline-4(5H)-one (m.p. >300° C.). By reacting this product with 1-ethyl propylamine according to the method described in example 9, there is obtained 8-chloro-4-(1-ethylpropylamino)imidazo[1,2-a]quinoxaline. m.p. (DSC)=125.1° C.(onset); IR (KBr): 3406, 3105, 2964, 1532 cm-1 ; 1H-NMR (CDCl3 /CD3OD): δ8.4 (1H,s), 8.05 (1H,d, J=2 Hz), 7.8÷7.4 (3H,m), 3.85 (1H,m), 1.65 (4H,m), 0.95 (6H,t); UV (EtOH): λmax =230, 245, 289, 301, 326 nm. Elementary analysis for C15H17ClN4 (m.w. 288.78): calcd. C 62.39, H 5.93, N 19.40%; found C 62.17, H 6.02, N 19.46%.

出典と根拠

ORDレコード
ord-6f8030a6160045bcb30a34c37ba4bad9
出典データセット
uspto-grants-2000_09
特許番号
US06124287

反応ノート

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