Cyclopropylamine → HCID 60207360, compound

HRID 1192141Notes

Reaction equation

HRID 1192141 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].[CH:21]1([NH2:24])[CH2:23][CH2:22]1>>[CH:21]1([NH:24][C:14]([C:12]2[S:13][C:9]([S:8][C:7]3[C:2]([Cl:1])=[CH:3][N:4]=[CH:5][C:6]=3[Cl:20])=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=2)=[O:15])[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 69828CyclopropylamineHCID 602073375-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carbonyl chloride

Product 1

HCID 60207360HCID 60207360, 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 (100 mg, 0.27 mmol) and cyclopropylamine (19 mg, 0.32 mmol). The title compound was obtained as a solid (39 mg, 37% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.98 (2H, m), 8.82 (1H, m), 8.37 (1H, s), 2.74 (1H, m), 0.69 (2H, m), 0.52 (2H, m). MS m/z: 388.02, 390.02 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-5e18c0f34bc84c06a5a5dea205bfdc45
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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