1,3-Benzodioxol-5-amine → HCID 67494741, compound

HRID 1192171Notes

Reaction equation

HRID 1192171 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]([NH2:30])=[CH:29][C:24]=2[O:23][CH2:22]1>>[O:21]1[C:25]2[CH:26]=[CH:27][C:28]([NH:30][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 843101,3-Benzodioxol-5-amineHCID 602073375-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carbonyl chloride

Product 1

HCID 67494741HCID 67494741, 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-ylamine (53 mg, 0.39 mmol). The title compound was obtained as a solid (28 mg, 44% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.43 (1H, m), 9.00 (2H, s), 8.67 (1H, s), 7.29 (1H, m), 7.06 (1H, m), 6.91 (1H, m), 6.04 (2H, s). MS m/z: 468.04, 470.04 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-a21246480e534b5482500ef435d2ac03
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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