Water → HCID 59135641, compound

HRID 504678Notes

Reaction equation

HRID 504678 reaction equation
[CH3:1][N:2]([C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:19]=1[NH:18][C:17]([C:20]1[S:21][C:22]([CH2:25][N:26]3[CH2:31][CH2:30][S:29][CH2:28][CH2:27]3)=[CH:23][N:24]=1)=[CH:16]2)[S:3]([C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)(=[O:5])=[O:4].C([O-])([O-])=[O:33].C([O-])([O-])=O.OO.OO.OO.[Na+].[Na+].[Na+].[Na+].C(#N)C.[OH2:53]>>[O:53]=[S:29]1(=[O:33])[CH2:30][CH2:31][N:26]([CH2:25][C:22]2[S:21][C:20]([C:17]3[NH:18][C:19]4[C:15]([CH:16]=3)=[CH:14][CH:13]=[CH:12][C:11]=4[N:2]([CH3:1])[S:3]([C:6]3[S:7][CH:8]=[CH:9][CH:10]=3)(=[O:5])=[O:4])=[N:24][CH:23]=2)[CH2:27][CH2:28]1

Participants

5

Reactant 4

HCID 962Water2×HCID 6342AcetonitrileHCID 159762Sodium percarbonate2×HCID 57476102HCID 57476102, compound

Product 1

HCID 59135641HCID 59135641, compoundYield 76%

Conditions

Temperature
40 °C

Procedure

A mixture of N-methyl-N-{2-[5-(thiomorpholinomethyl)-1,3-thiazol-2-yl]-1H-indol-7-yl}thiophene-2-sulfonamide (0.35 g), sodium percarbonate (0.33 g), acetonitrile (6 ml) and water (2 ml) was stirred at 40° C. for 30 min. Sodium percarbonate (0.15 g) was added, and the mixture was further stirred at 40° C. for 1 hr. Water was added to the reaction mixture, and the resulting crystals were collected by filtration, washed with water, and dried. The obtained crystals were subjected to silica gel short column to give the title compound (0.28 g, yield 76%) as colorless crystals from a fraction eluted with tetrahydrofuran-hexane (3:1, volume ratio). melting point 225-226° C.

Workup

  1. stirringthe mixture was further stirred at 40° C. for 1 hr
  2. filtrationthe resulting crystals were collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-d88e66c32fc7427ea05b975440cb68a5
Source dataset
uspto-grants-2010_08
Patent number
US07777047B2

Reaction notes

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