Ethylene Glycol → HCID 86744497, compound

HRID 703720Notes

Reaction equation

HRID 703720 reaction equation
[CH2:1]([OH:4])[CH2:2][OH:3].S(Cl)([Cl:7])=O.[C:9](O)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[N:12][CH:11]=1>O1CCCC1>[ClH:7].[OH:3][CH2:2][CH2:1][O:4][C:9]([C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)=[O:16]

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 938Nicotinic AcidHCID 24386Thionyl Chloride

Product 1

HCID 86744497HCID 86744497, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To 120 mL cold (-10° C.) ethylene glycol, 16 mL of thionyl chloride were added dropwise. Upon completion of the addition, 24.6 g (0.2 mol) of nicotinic acid were added portionwise and the reaction mixture was heated overnight at 60° C. Then, 700 mL of hot tetrahydrofuran were added and the mixture was cooled. The solid which formed was removed by filtration and washed with ether to give 28.5 g of the title compound as white crystals.

Workup

  1. additionwere added portionwise
  2. temperaturethe mixture was cooled
  3. customThe solid which formed
  4. customwas removed by filtration
  5. washwashed with ether

Sources & evidence

ORD record
ord-588b2fc14dae491ea31c8776205904f3
Source dataset
uspto-grants-1991_01
Patent number
US04983586

Reaction notes

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