1-Methyl-2-methylthioquinolinium p-toluenesulfonate → 2-(5-acetyl-2-ethylaminophenylimino)-3-benzyl-5-(1-methyl-1H-quinolin-2-ylidene)thiazolidin-4-one
Reaction equation
C1(C)C=CC(S([O-])(=O)=O)=CC=1.[CH3:12][N+:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1SC.[C:25]([C:28]1[CH:29]=[CH:30][C:31]([NH:48][CH2:49][CH3:50])=[C:32]([N:34]=[C:35]2[N:39]([CH2:40][C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[C:38](=[O:47])[CH2:37][S:36]2)[CH:33]=1)(=[O:27])[CH3:26]>>[C:25]([C:28]1[CH:29]=[CH:30][C:31]([NH:48][CH2:49][CH3:50])=[C:32]([N:34]=[C:35]2[N:39]([CH2:40][C:41]3[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=3)[C:38](=[O:47])[C:37](=[C:14]3[CH:15]=[CH:16][C:17]4[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=4)[N:13]3[CH3:12])[S:36]2)[CH:33]=1)(=[O:27])[CH3:26]Participants
3
Procedure
In a manner similar to Example 102, 1-methyl-2-methylthioquinolinium p-toluenesulfonate was condensed with 2-(5-acetyl-2-ethylaminophenylimino)-3-benzylthiazolidin-4-one to afford the title compound. 1H-NMR (CDCl3): δ 7.66–7.71 (2H, m), 7.43–7.56 (4H, m), 7.20–7.38 (7H, m), 6.53 (1H, d), 5.20 (2H, s), 3.78 (3H, br s), 3.07 (2H, q), 2.51 (3H, s), 1.06 (3H, t); MS(ESI): 509 (MH+).
Sources & evidence
- ORD record
- ord-a528a83930f0468281bd716cb8e843ef
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07115640B2
Reaction notes
Loading…