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(3,4-Dichloroisothiazol-5-yl)methanol → 3,4-Dichloro-1,2-thiazole-5-carbaldehyde

HRID 1944491
Notes
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Reaction equation

HRID 1944491 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH2:8][OH:9])[S:4][N:3]=1>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH:8]=[O:9])[S:4][N:3]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 16723166(3,4-Dichloroisothiazol-5-yl)methanol

Product 1

HCID 866522123,4-Dichloro-1,2-thiazole-5-carbaldehydeYield 57%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of (3,4-dichloroisothiazol-5-yl)methanol (1.1 g), chloroform (150 mL) and manganese dioxide (4.7 g) was stirred at 40° C. for 20 hours. The mixture was filtered through Celite and the filtrate was concentrated under reduced pressure to afford the title compound as a yellow solid (0.62 g).

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9d36426fc4e440b4995a198cfe647ddb
Source dataset
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08394836B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes