Methanol → HCID 20400714, compound

HRID 1980813Notes

Reaction equation

HRID 1980813 reaction equation
[CH:1]1[C:10]2[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[CH2:7][CH2:6][C:5]=2[NH:4][C:3](=[O:15])[C:2]=1[C:16]([OH:18])=[O:17].S(Cl)(Cl)=O.[CH3:23]O>>[CH:1]1[C:10]2[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[CH2:7][CH2:6][C:5]=2[NH:4][C:3](=[O:15])[C:2]=1[C:16]([O:18][CH3:23])=[O:17]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 20400709HCID 20400709, compound

Product 1

HCID 20400714HCID 20400714, compound

Procedure

Add 6.0 gm of 5,6-dihydrobenzo[f]quinolin-3(4H)-one-2-carboxylic acid to 100 ml of methanol. Dropwise at 0° C., add 10 ml of thionyl chloride to the system. Heat the system at reflux for 6 hours. Remove the solvent by stripping. Isolate the title compound.

Workup

  1. temperatureHeat the system
  2. temperatureat reflux for 6 hours
  3. customRemove the solvent

Sources & evidence

ORD record
ord-b53dd0f836ac4db79f35ef490d180e74
Source dataset
uspto-grants-1985_04
Patent number
US04511569

Reaction notes

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