Thionyl Chloride → HCID 13389345, compound

HRID 280839Notes

Reaction equation

HRID 280839 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[N:7][C:6]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:5]2O.S(Cl)([Cl:20])=O>CN(C)C=O>[Cl:20][C:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=2)[N:8]=[N:7][C:6]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178470441HCID 178470441, compound

Product 1

HCID 13389345HCID 13389345, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6 g of ethyl 6-chloro-4-hydroxy-3-cinnolin carboxylate in 300 cm3 of thionyl chloride and 1 cm3 of dimethyl formamide was stirred for 16 hours at reflux and the thionyl chloride was concentrated under reduced pressure. The residue was taken up several times in 50 ml of toluene to obtain 6 g of ethyl 4,6-dichloro-3-cinnolin carboxylate as a greenish residue melting at ≈50° C.

Workup

  1. temperatureat reflux
  2. concentrationthe thionyl chloride was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f07d524033404d8db1be022bf441b115
Source dataset
uspto-grants-1986_05
Patent number
US04591589

Reaction notes

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