Ethanol → HCID 21705554, compound

HRID 610031Notes

Reaction equation

HRID 610031 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.Br[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15].O.C(=O)([O-])[O-].[Na+].[Na+].[CH2:24](O)[CH3:25]>>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[S:1][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH2:24][CH3:25])=[O:15]

Participants

6

Reactant 5

HCID 702EthanolHCID 962WaterHCID 10340Sodium CarbonateHCID 202106-Bromohexanoic acidHCID 178418616HCID 178418616, compound

Product 1

HCID 21705554HCID 21705554, compound

Procedure

2-Mercaptopyridine (5.84 g) and 6-bromocaproic acid (9.75 g) were dissolved in ethanol (50 ml), and the solution was heated under reflux for 14 hours. After cooling, the reaction mixture was added with water, and adjusted to pH 8 with aqueous sodium carbonate. The deposited oily product was extracted with ethyl acetate, and then purified by silica gel column chromatography (developing solvent: chloroform/ethyl acetate) to obtain 13.6 g of the title compound.

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 14 hours
  3. temperatureAfter cooling
  4. extractionThe deposited oily product was extracted with ethyl acetate
  5. custompurified by silica gel column chromatography (developing solvent: chloroform/ethyl acetate)

Sources & evidence

ORD record
ord-e4ec3d12941e422d95950a1ec2b4c040
Source dataset
uspto-grants-1999_12
Patent number
US05998456

Reaction notes

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