Dimethyl Sulfoxide → HCID 13264093, compound

HRID 1248072Notes

Reaction equation

HRID 1248072 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([Cl:12])[C:6]=2[CH2:13]Cl.[CH:15]([O-:17])=[O:16].[Na+].CS(C)=O>O>[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([Cl:12])[C:6]=2[CH2:13][O:17][CH:15]=[O:16]

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 2723810Sodium FormateHCID 13090784HCID 13090784, compound

Product 1

HCID 13264093HCID 13264093, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

24.5 parts by weight of 3,7-dichloro-8-chloromethylquinoline and 13 parts by weight of sodium formate in 220 parts by weight of dimethylsulfoxide are heated for 6 hours at 100° C. The mixture is then cooled, water is added and the precipitated product is filtered off under suction and recrystallized from toluene. 21.5 parts by weight (84% of theory) of 3,7-dichloro-8-formyloxymethylquinoline of melting point 146° C. are obtained.

Workup

  1. temperatureThe mixture is then cooled
  2. filtrationthe precipitated product is filtered off under suction
  3. customrecrystallized from toluene

Sources & evidence

ORD record
ord-50cef2755fd84adebd5d91ee9f02e72d
Source dataset
uspto-grants-1985_06
Patent number
US04522646

Reaction notes

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