Thionyl Chloride → HCID 86744704, compound

HRID 1084443Notes

Reaction equation

HRID 1084443 reaction equation
[CH3:1][N:2]1[C:11](/[CH:12]=[CH:13]/[C:14](O)=[O:15])=[C:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:23].S(Cl)([Cl:26])=O>>[CH3:1][N:2]1[C:11](/[CH:12]=[CH:13]/[C:14]([Cl:26])=[O:15])=[C:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:23]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 67923401HCID 67923401, compound

Product 1

HCID 86744704HCID 86744704, compound

Procedure

A solution of (E)-3-(2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)propenoic acid (0.92 g) in thionyl chloride (15 ml) was heated at reflux for 4 hours. The excess thionyl chloride was then removed by distillation and the residual yellow solid was washed with petroleum ether (b.p. 40°-60° C.), to give (E)-3-(2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)propenoyl chloride (1.0 g) in the form of a yellow solid, m.p.213°-215° C.

Workup

  1. temperatureat reflux for 4 hours
  2. customThe excess thionyl chloride was then removed by distillation
  3. washthe residual yellow solid was washed with petroleum ether (b.p. 40°-60° C.)

Sources & evidence

ORD record
ord-a9484e97085d4578b2ec1c7c0a956483
Source dataset
uspto-grants-1991_04
Patent number
US05004747

Reaction notes

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