Lawesson's reagent → 3-(5-Chloro-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridine-2-thione

HRID 215977Notes

Reaction equation

[Cl:1][C:2]1[CH:21]=[CH:20][C:5]2[S:6][CH:7]=[C:8]([CH2:9][CH:10]3[N:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:13]4=[N:12][C:11]3=O)[C:4]=2[CH:3]=1.COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:31]2)=CC=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:21]=[CH:20][C:5]2[S:6][CH:7]=[C:8]([CH2:9][CH:10]3[N:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:13]4=[N:12][C:11]3=[S:31])[C:4]=2[CH:3]=1

Participants

Conditions

Temperature: 160 °C

Procedure

A suspension of 172 mg (0.55 mmol) of 3-(5-chloro-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridin-2-one and 110 mg (0.27 mmol) of 2,4-bis-(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide in 20 mL of toluene is heated at 160° C. for 90 min under microwave condition. The resulting mixture is concentrated in vacuo and the residue is purified by flash chromatography to give the desired compound.

Workup

concentrationThe resulting mixture is concentrated in vacuo
customthe residue is purified by flash chromatography

Sources & evidence

ORD record: ord-8e6ab48350a44d6bad03b2b180df4834
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08193214B2

Reaction notes

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