Ethanol → HCID 68491029, compound

HRID 389017Notes

Reaction equation

HRID 389017 reaction equation
[OH-:1].[Na+].[ClH:3].C(C1[S:7][C:8]2[CH2:9][CH2:10][C:11]3[CH:26]=[CH:25][CH:24]=[CH:23][C:12]=3[C:13](=[C:16]3[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]3)[C:14]=2[CH:15]=1)#N.[CH2:27]([OH:29])[CH3:28]>>[ClH:3].[CH3:22][N:19]1[CH2:20][CH2:21][C:16](=[C:13]2[C:12]3[CH:23]=[CH:24][CH:25]=[CH:26][C:11]=3[CH2:10][CH2:9][C:8]3[S:7][C:28]([C:27]([OH:1])=[O:29])=[CH:15][C:14]2=3)[CH2:17][CH2:18]1

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 68489867HCID 68489867, compound

Product 1

HCID 68491029HCID 68491029, compoundYield 67%

Procedure

A 2 mol/L aqueous sodium hydroxide solution (20 mL) was added to an ethanol (10 mL) solution of Compound 1 (1.5 g, 4.2 mmol), and the mixture was stirred overnight while refluxing and heating. Ethanol was distilled off under a reduced pressure, and 6 mol/L hydrochloric acid was added to the resulting residue. The precipitated crystals were collected by filtration, and sufficiently washed with water. The crystals were dried over phosphorus pentoxide at 50° C. under a reduced pressure, to give 0.96 g (67%) of the captioned compound.

Workup

  1. temperaturewhile refluxing
  2. temperatureheating
  3. distillationEthanol was distilled off under a reduced pressure, and 6 mol/L hydrochloric acid
  4. additionwas added to the resulting residue
  5. filtrationThe precipitated crystals were collected by filtration
  6. washsufficiently washed with water
  7. dry with materialThe crystals were dried over phosphorus pentoxide at 50° C. under a reduced pressure

Sources & evidence

ORD record
ord-9dc268e12021439eb7771384bb421132
Source dataset
uspto-grants-2013_02
Patent number
US08377967B2

Reaction notes

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