N-Ethyl-3-(ethylamino)-4-nitrobenzamide → HCID 73855107, compound

HRID 2121946Notes

Reaction equation

HRID 2121946 reaction equation
[CH2:1]([NH:3][C:4](=[O:17])[C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[C:7]([NH:14][CH2:15][CH3:16])[CH:6]=1)[CH3:2].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[CH2:29]([N:36]1[C:40](=[O:41])[C:39](=[C:42]2[N:46]([CH3:47])[C:45]3[CH:48]=[CH:49][CH:50]=[CH:51][C:44]=3[S:43]2)[S:38][CH2+:37]1SC)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:29]([N:36]1[C:40](=[O:41])[C:39](=[C:42]2[N:46]([CH3:47])[C:45]3[CH:48]=[CH:49][CH:50]=[CH:51][C:44]=3[S:43]2)[S:38][C:37]1=[N:11][C:8]1[CH:9]=[CH:10][C:5]([C:4]([NH:3][CH2:1][CH3:2])=[O:17])=[CH:6][C:7]=1[NH:14][CH2:15][CH3:16])[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

2

Reactant 1

HCID 21937495N-Ethyl-3-(ethylamino)-4-nitrobenzamide

Product 1

HCID 73855107HCID 73855107, compound

Procedure

In a manner similar to Example 30, intermediate N-ethyl-3-ethylamino-4-nitrobenzamide was hydrogenated and then condensed with 3-benzyl-5-(3-methyl-3H-benzothiazol-2-ylidene)-2-methylthio-4-oxo-2-thiazolium p-toluenesulfonate to afford the title compound. 1H-NMR (CDCl3): δ 7.46-7.54 (3H, m), 7.27-7.38 (4H, m), 7.19 (1H, m), 6.96-7.08 (4H, m), 6.04 (1H, br t), 5.19 (2H, s), 3.76 (3H, s), 3.49 (2H, m), 3.06 (2H, q), 1.25 (3H, t), 1.05 (3H, t); MS(ESI): 544 (MH+).

Sources & evidence

ORD record
ord-5e9f4e92daf24f6ab6084a871af3a518
Source dataset
uspto-grants-2004_02
Patent number
US06696473B2

Reaction notes

Loading…