Lawesson's reagent → HCID 57476022, compound

HRID 1994720Notes

Reaction equation

HRID 1994720 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([N:11]([CH3:20])[S:12]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)(=[O:14])=[O:13])=[C:7]2[C:3]=1[CH:4]=[C:5]([C:21]([NH2:23])=O)[NH:6]2.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:33])=CC=1>O1CCCC1>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([N:11]([CH3:20])[S:12]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)(=[O:14])=[O:13])=[C:7]2[C:3]=1[CH:4]=[C:5]([C:21](=[S:33])[NH2:23])[NH:6]2

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 57476021HCID 57476021, compound

Product 1

HCID 57476022HCID 57476022, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 4-chloro-7-[methyl(2-thienylsulfonyl)amino]-1H-indole-2-carboxamide (0.54 g), Lawesson's reagent (0.59 g) and tetrahydrofuran (20 ml) was stirred at 60° C. for 3 hr. The reaction mixture was concentrated, toluene was added, and the resulting crystals were filtrated, washed with toluene, and dried to give the title compound (0.51 g, yield 87%) as yellow crystals. melting point >248° C. (decomposition).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additiontoluene was added
  3. filtrationthe resulting crystals were filtrated
  4. washwashed with toluene
  5. customdried

Sources & evidence

ORD record
ord-a24c58c265014b5b94643b0010627c1c
Source dataset
uspto-grants-2010_01
Patent number
US07652133B2

Reaction notes

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