Thionyl Chloride → HCID 20030900, compound

HRID 232209Notes

Reaction equation

HRID 232209 reaction equation
[CH2:1]([S:3][CH:4]([CH2:20][C:21]([O-:23])=[O:22])[C:5](=O)[C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=1)=[O:7])[CH3:2].S(Cl)([Cl:26])=O>ClCCCl>[Cl:26][C:5]1([C:6]([O:8][CH2:9][C:10]2[CH:11]=[CH:12][C:13]([N+:16]([O-:18])=[O:17])=[CH:14][CH:15]=2)=[O:7])[CH:4]([S:3][CH2:1][CH3:2])[CH2:20][C:21](=[O:22])[O:23]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 67902325HCID 67902325, compound

Product 1

HCID 20030900HCID 20030900, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

In 4 ml of 1,2-dichloroethane was dissolved 170 mg of the Compound (39) obtained in Example 39. To the solution was added 0.30 ml of thionyl chloride. The mixture was heated for 3.5 hours under reflux. The solvent was evaporated off, and the residue was subjected to a column chromatography using Florisil (Floridin Inc. U.S.A.), followed by elution with hexane and hexane-ethyl acetate (3:1) to give 79 mg of the subject Compound (40) as colorless oil.

Workup

  1. temperatureThe mixture was heated for 3.5 hours
  2. temperatureunder reflux
  3. customThe solvent was evaporated off
  4. washfollowed by elution with hexane and hexane-ethyl acetate (3:1)

Sources & evidence

ORD record
ord-5d8e2fcdd9c24a508acb1989652335cc
Source dataset
uspto-grants-1989_07
Patent number
US04851422

Reaction notes

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