Lawesson's reagent → HCID 57901763, compound

HRID 1851354Notes

Reaction equation

HRID 1851354 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH:9][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:18]=1[NH:17][C:16]([C:19]([NH2:21])=O)=[CH:15]2)(=[O:8])=[O:7].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:31])=CC=1>O1CCCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH:9][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:18]=1[NH:17][C:16]([C:19](=[S:31])[NH2:21])=[CH:15]2)(=[O:8])=[O:7]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 57476167HCID 57476167, compound

Product 1

HCID 57901763HCID 57901763, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 7-[(2-thienylsulfonyl)amino]-1H-indole-2-carboxamide (0.66 g), Lawesson's reagent (0.88 g) and tetrahydrofuran (20 mL) was stirred at 40° C. overnight. The reaction mixture was concentrated, the obtained residue was subjected to silica gel column chromatography, and the title compound (0.61 g, yield 86%) was obtained as yellow crystals from a fraction eluted with tetrahydrofuran-hexane (3:2, volume ratio). melting point 249-250° C. (decomposition).

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-4504deedd3074763bb4b789b0fcb8657
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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