Water → HCID 59135641, compound

HRID 1960302Notes

Reaction equation

HRID 1960302 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-0396c0b60c3b4b9d96c9e5b2630849b2
Source dataset
uspto-grants-2013_04
Patent number
US08410087B2

Reaction notes

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