Reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH2:21]([NH:28][C:14]([C:12]1[S:13][C:9]([S:8][C:7]2[C:6]([Cl:20])=[CH:5][N:4]=[CH:3][C:2]=2[Cl:1])=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=1)=[O:16])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1Participants
3
Procedure
Prepared according to the procedure described for example 44 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (39 mg, 0.11 mmol) and benzylamine (13 mg, 0.12 mmol). The title product was obtained as a yellow solid (15 mg, 28% yield). 1H NMR (300 MHz, d6-DMSO) δ: 8.72 (1H, s), 8.71 (1H, s), 8.35-8.39 (3H, m), 7.31 (2H, m), 7.27 (2H, m), 2.6 (2H, m). MS m/z: 439.85, 441.80 [M+H]+.
Workup
- customPrepared
Sources & evidence
- ORD record
- ord-2ed48dd36c794393922abf20fd3acf47
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08680139B2
Linked notes
Loading…