HCID 20096448, compound → HCID 20096450, compound

HRID 257142Notes

Reaction equation

HRID 257142 reaction equation
[Cl:1][C:2]([Cl:15])([Cl:14])[CH:3]([C:5]1[C:13]2[S:12][N:11]=[N:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)[OH:4]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[Cl:15][C:2]([Cl:1])([Cl:14])[C:3]([C:5]1[C:13]2[S:12][N:11]=[N:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)=[O:4]

Participants

4

Reactant 1

HCID 20096448HCID 20096448, compound

Product 1

HCID 20096450HCID 20096450, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 6212ChloroformSolvent

Procedure

A solution of 2.8 g of 7-(1,1,1-trichloro-2-hydroxyeth-2-yl)benzo-1,2,3-thiadiazole in 30 ml of chloroform is treated with 5 g of manganese dioxide and refluxed for 16 hours, with stirring. A further 5 and 3 g of manganese dioxide are added at intervals of 16 hours and 8 hours, respectively. After a total of 40 hours, the mixture is cooled and filtered twice through Hyflo, the filtrate is evaporated and purified using silica gel (hexane/ethyl acetate 7:3), giving the title compound of refractive index nD26 =1.6178.

Workup

  1. temperaturerefluxed for 16 hours
  2. temperatureAfter a total of 40 hours, the mixture is cooled
  3. filtrationfiltered twice through Hyflo
  4. customthe filtrate is evaporated
  5. custompurified

Sources & evidence

ORD record
ord-c19f93206184469595a2489ffe83c9ae
Source dataset
uspto-grants-1993_11
Patent number
US05260423

Reaction notes

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