Benzo-1,3-dioxole-5-methylamine → HCID 67494446, compound

HRID 1192164Notes

Reaction equation

HRID 1192164 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](Cl)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[O:21]1[C:25]2[CH:26]=[CH:27][C:28]([CH2:30][NH2:31])=[CH:29][C:24]=2[O:23][CH2:22]1>>[O:21]1[C:25]2[CH:26]=[CH:27][C:28]([CH2:30][NH:31][C:14]([C:12]3[S:13][C:9]([S:8][C:7]4[C:2]([Cl:1])=[CH:3][N:4]=[CH:5][C:6]=4[Cl:20])=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=3)=[O:15])=[CH:29][C:24]=2[O:23][CH2:22]1

Participants

3

Reactant 2

HCID 75799Benzo-1,3-dioxole-5-methylamineHCID 602073375-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carbonyl chloride

Product 1

HCID 67494446HCID 67494446, compound

Procedure

Prepared according to the procedure described for example 50 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carbonyl chloride (120 mg, 0.33 mmol) and benzo[d][1,3]dioxol-5-ylmethylamine (58.0 mg, 0.39 mmol). The title compound was obtained as a solid (98 mg, 60% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.31 (1H, m), 8.99 (2H, s), 8.46 (1H, s), 6.84 (2H, m), 6.76 (1H, m), 5.97 (2H, s), 4.30 (2H, m). MS m/z: 482.11, 484.08 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-d400169c575248daaa1a02895e5daea2
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

Loading…