Lawesson's reagent → HCID 57475964, compound

HRID 1960248Notes

Reaction equation

HRID 1960248 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][N:6]([S:19]([C:22]1[S:23][CH:24]=[CH:25][CH:26]=1)(=[O:21])=[O:20])[C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:15]=1[NH:14][C:13]([C:16]([NH2:18])=O)=[CH:12]2)[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:36])=CC=1>O1CCCC1>[CH2:1]([O:3][CH2:4][CH2:5][N:6]([S:19]([C:22]1[S:23][CH:24]=[CH:25][CH:26]=1)(=[O:21])=[O:20])[C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:15]=1[NH:14][C:13]([C:16](=[S:36])[NH2:18])=[CH:12]2)[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 57475959HCID 57475959, compound

Product 1

HCID 57475964HCID 57475964, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 7-[(2-ethoxyethyl)(2-thienylsulfonyl)amino]-1H-indole-2-carboxamide (4.70 g), Lawesson's reagent (3.06 g) and tetrahydrofuran (30 ml) was stirred at 70° C. for 3 hr. The reaction mixture was concentrated, and toluene was added to the residue. The obtained solid was washed with toluene to give the title compound (2.99 g, yield 58%) as crystals. melting point 182° C.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additiontoluene was added to the residue
  3. washThe obtained solid was washed with toluene

Sources & evidence

ORD record
ord-2eaa77dc4f8a431eab4cf20edef5cc93
Source dataset
uspto-grants-2013_04
Patent number
US08410087B2

Reaction notes

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