Cyclohexylamine → HCID 60207383, compound

HRID 1192167Notes

Reaction equation

HRID 1192167 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([NH2:27])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>>[CH:21]1([NH:27][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])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 7965CyclohexylamineHCID 602073375-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carbonyl chloride

Product 1

HCID 60207383HCID 60207383, 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 cyclohexylamine (49 mg, 0.39 mmol). The title compound was obtained as a solid (60 mg, 34% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.98 (2H, s), 8.62 (1H, m), 8.50 (1H, s), 3.63 (1H, m), 1.71 (4H, m), 1.59 (1H, m), 1.24 (4H, m), 1.09 (1H, m). MS m/z: 430.13, 432.07 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-75f9620535ea4863897607ea66bd3f15
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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