Lawesson's reagent → HCID 136060821, compound

HRID 1851526Notes

Reaction equation

HRID 1851526 reaction equation
[CH3:1][O:2][CH2:3][C:4]([NH:6][NH:7][C:8]([C:10]1[NH:11][C:12]2[C:17]([CH:18]=1)=[CH:16][CH:15]=[CH:14][C:13]=2[N:19]([CH3:28])[S:20]([C:23]1[S:24][CH:25]=[CH:26][CH:27]=1)(=[O:22])=[O:21])=O)=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:38])=CC=1>O1CCCC1>[CH3:1][O:2][CH2:3][C:4]1[S:38][C:8]([C:10]2[NH:11][C:12]3[C:17]([CH:18]=2)=[CH:16][CH:15]=[CH:14][C:13]=3[N:19]([CH3:28])[S:20]([C:23]2[S:24][CH:25]=[CH:26][CH:27]=2)(=[O:22])=[O:21])=[N:7][N:6]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 57901664HCID 57901664, compound

Product 1

HCID 136060821HCID 136060821, compoundYield 62.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of N-(2-{[2-(methoxyacetyl)hydrazino]carbonyl}-1H-indol-7-yl)-N-methylthiophene-2-sulfonamide (0.29 g), Lawesson's reagent (0.31 g) and tetrahydrofuran (10 mL) was stirred at 50° C. overnight. The reaction mixture was concentrated, and methanol was added to the residue. The resulting crystals were filtrated, washed with methanol, and dried to give the title compound (0.18 g, yield 62%) as pale-yellow crystals. melting point>238° C. (decomposition).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionmethanol was added to the residue
  3. filtrationThe resulting crystals were filtrated
  4. washwashed with methanol
  5. customdried

Sources & evidence

ORD record
ord-5f80aeb7aba24c089c89ad05e7948acb
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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