Thionyl Chloride → HCID 11011614, compound

HRID 2267997Notes

Reaction equation

HRID 2267997 reaction equation
[CH3:1][C:2]1([CH3:18])[C:11]2[C:6](=[C:7]([CH3:15])[C:8]([C:12](O)=[O:13])=[CH:9][CH:10]=2)[S:5](=[O:17])(=[O:16])[CH2:4][CH2:3]1.S(Cl)([Cl:21])=O>C1(C)C=CC=CC=1.CN(C)C=O>[CH3:1][C:2]1([CH3:18])[C:11]2[C:6](=[C:7]([CH3:15])[C:8]([C:12]([Cl:21])=[O:13])=[CH:9][CH:10]=2)[S:5](=[O:17])(=[O:16])[CH2:4][CH2:3]1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 18432352HCID 18432352, compound

Product 1

HCID 11011614HCID 11011614, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 1140TolueneSolvent

Procedure

20.0 g (0.075 mol) of 4,4,8-trimethyl-1,1-dioxothiochroman-7-carboxylic acid were dissolved in 200 ml of toluene and three drops of dimethylformamide and 10.7 g (0.09 mol) of thionyl chloride were added. After three hours of heating under reflux, the solvent was removed and the colorless oil that remained (yield 21.3 g) was directly used further.

Workup

  1. temperatureAfter three hours of heating
  2. temperatureunder reflux
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-5b8aac480a98486b93efb9831c163510
Source dataset
uspto-grants-2001_12
Patent number
US06326333B1

Reaction notes

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