Ethanol → HCID 57901597, compound

HRID 1851430Notes

Reaction equation

HRID 1851430 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH:9][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:18]=1[NH:17][C:16]([C:19](=[S:21])[NH2:20])=[CH:15]2)(=[O:8])=[O:7].Br[CH2:23][CH:24](OCC)OCC.C(O)C>O>[S:21]1[CH:24]=[CH:23][N:20]=[C:19]1[C:16]1[NH:17][C:18]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][C:10]=2[NH:9][S:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)(=[O:7])=[O:8]

Participants

5

Reactant 3

HCID 702EthanolHCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 57901763HCID 57901763, compound

Product 1

HCID 57901597HCID 57901597, compoundYield 9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7-[(2-thienylsulfonyl)amino]-1H-indole-2-carbothioamide (0.61 g), 1-bromo-2,2-diethoxyethane (0.32 mL) and ethanol (10 mL) was heated under reflux overnight. Water was added to the reaction mixture, and the obtained crystals were filtrated, washed with water and dried. The obtained crystals were subjected to silica gel column chromatography and the title compound (0.06 g, yield 9%) was obtained as colorless crystals from a fraction eluted with ethyl acetate-hexane (1:1, volume ratio). The crystals were recrystallized from ethyl acetate-hexane. melting point 164-165° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux overnight
  3. filtrationthe obtained crystals were filtrated
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-fb880798216c411fa1213cfc54325bcb
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

Loading…