Ethanol → HCID 136060800, compound

HRID 1851517Notes

Reaction equation

HRID 1851517 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][C:24](=O)[C:25]([O:27][CH2:28][CH3:29])=[O:26].C(O)C.CN(C)C(=O)C>O>[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]1[S:21][CH:23]=[C:24]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[N:20]=1)=[CH:15]2)(=[O:7])=[O:8]

Participants

6

Reactant 4

HCID 702EthanolHCID 31374DimethylacetamideHCID 66144Ethyl bromopyruvateHCID 57901763HCID 57901763, compound

Product 1

HCID 136060800HCID 136060800, compoundYield 36.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 7-[(2-thienylsulfonyl)amino]-1H-indole-2-carbothioamide (0.30 g), ethyl bromopyruvate (0.21 g), ethanol (2 mL) and N,N-dimethylacetamide (2 mL) was stirred at 80° C. for 4 hr. Water was added to the reaction mixture, and the obtained crystals were filtrated, washed with water and dried. The obtained crystals were recrystallized from ethyl acetate to give the title compound (0.14 g, yield 36%) as pale-yellow crystals. melting point 240-241° C.

Workup

  1. filtrationthe obtained crystals were filtrated
  2. washwashed with water
  3. customdried
  4. customThe obtained crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-d5675cef08c6442fa90391e097f69713
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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