Lawesson's reagent → N-[2-(5-Methyl-1,3,4-thiadiazol-2-yl)-1H-indol-7-yl]thiophene-2-sulfonamide

HRID 1851516Notes

Reaction equation

[C:1]([NH:4][NH:5][C:6]([C:8]1[NH:9][C:10]2[C:15]([CH:16]=1)=[CH:14][CH:13]=[CH:12][C:11]=2[NH:17][S:18]([C:21]1[S:22][CH:23]=[CH:24][CH:25]=1)(=[O:20])=[O:19])=O)(=O)[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:35])=CC=1>O1CCCC1>[CH3:2][C:1]1[S:35][C:6]([C:8]2[NH:9][C:10]3[C:15]([CH:16]=2)=[CH:14][CH:13]=[CH:12][C:11]=3[NH:17][S:18]([C:21]2[S:22][CH:23]=[CH:24][CH:25]=2)(=[O:20])=[O:19])=[N:5][N:4]=1

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of N-{2-[(2-acetylhydrazino)carbonyl]-1H-indol-7-yl}thiophene-2-sulfonamide (0.65 g), Lawesson's reagent (0.76 g) and tetrahydrofuran (30 mL) was stirred at 50° C. overnight. The resulting crystals were filtrated, washed with tetrahydrofuran, and dried to give the title compound (0.45 g, yield 71%) as colorless crystals. melting point 308-309° C.

Workup

filtrationThe resulting crystals were filtrated
washwashed with tetrahydrofuran
customdried

Sources & evidence

ORD record: ord-52c33dad1b7e404993dcfa795d566d57
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08957070B2

Reaction notes

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