Tetrahydrofuran → HCID 178420124, compound

HRID 868941Notes

Reaction equation

[NH:1]1[CH:5]=[CH:4][NH:3][C:2]1=[S:6].Cl[C:8]1[CH:17]=[N:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1.CCN([CH:24]([CH3:26])[CH3:25])C(C)C.[CH2:27]1[CH2:31]OC[CH2:28]1>>[C:25]1([C:5]2[N:1]=[C:2]([S:6][C:8]3[CH:17]=[N:16][C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[N:9]=3)[NH:3][CH:4]=2)[CH:24]=[CH:26][CH:31]=[CH:27][CH:28]=1

Participants

Reactant 4

HCID 8028Tetrahydrofuran

HCID 81531Diisopropylethylamine

HCID 2389382-Chloroquinoxaline

HCID 12013862-Mercaptoimidazole

Product 1

HCID 178420124HCID 178420124, compound

Conditions

Temperature: 130 °C

Procedure

1H-Imidazole-2(3H)-thione (241 mg, 0.92 mmol) and 2-chloroquinoxaline (166 mg, 1.01 mmol) were combined in anhydrous THF (10 mL) in a microwave vial. To the suspension was added Hunig's base (320 μL, 1.84 mmol). The resulting clear yellow solution was heated in the microwave (130° C., 30 min), then concentrated and purified by column chromatography. 2-(4-Phenyl-1H-imidazol-2-ylthio)quinoxaline was obtained as a yellowish oil. LC-MS m/z 305 (M+H+).

Workup

concentrationconcentrated
custompurified by column chromatography

Sources & evidence

ORD record: ord-7ffe832321714d8fac526339b640b4eb
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08969349B2

Reaction notes

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