Pyridine → HCID 20145849, compound

HRID 648766Notes

Reaction equation

HRID 648766 reaction equation
[C:1]([O:6][CH2:7][CH2:8][OH:9])(=[O:5])[C:2]([CH3:4])=[CH2:3].[Cl:10][S:11]([C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][CH:22]=1)[C:17](Cl)=[O:18])(=[O:13])=[O:12].N1C=CC=CC=1>O1CCCC1>[C:1]([O:6][CH2:7][CH2:8][O:9][C:17]([C:16]1[CH:15]=[C:14]([S:11]([Cl:10])(=[O:13])=[O:12])[CH:22]=[CH:21][CH:20]=1)=[O:18])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

5

Reactant 3

HCID 1049PyridineHCID 133602-Hydroxyethyl MethacrylateHCID 77671Benzoyl chloride, 3-(chlorosulfonyl)-

Product 1

HCID 20145849HCID 20145849, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

With stirring, a solution of 13 g (0.1 mole) of 2-hydroxyethyl methacrylate in 80 ml of tetrahydrofuran is slowly added dropwise at 0° C. to a solution of 23.9 g (0.1 mole) of 3-chlorosulfonylbenzoyl chloride and 7.9 g (0.1 mole) of pyridine in 150 ml of tetrahydrofuran. The reaction mixture is subsequently stirred for 15 hours at room temperature. The precipitated pyridine salt is removed by filtration, and the filtrate is concentrated by evaporation in vacuo. The oily residue is dried under high vacuum, affording 28 g of viscous product.

Workup

  1. stirringThe reaction mixture is subsequently stirred for 15 hours at room temperature
  2. customThe precipitated pyridine salt is removed by filtration
  3. concentrationthe filtrate is concentrated by evaporation in vacuo
  4. customThe oily residue is dried under high vacuum

Sources & evidence

ORD record
ord-8e6bfedffac040feaebecf806889ed22
Source dataset
uspto-grants-1988_04
Patent number
US04736055

Reaction notes

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