HCID 66854171, compound → HCID 86240147, compound

HRID 252111Notes

Reaction equation

HRID 252111 reaction equation
[Cl:1][C:2]1[C:3]([CH2:8][OH:9])=[N:4][S:5][C:6]=1[Cl:7].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[Cl:1][C:2]1[C:3]([CH:8]=[O:9])=[N:4][S:5][C:6]=1[Cl:7]

Participants

4

Reactant 2

HCID 66854171HCID 66854171, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 86240147HCID 86240147, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve (4,5-dichloroisothiazol-3-yl)-methanol (300 mg, 1.63 mmol) in dichloromethane (10 mL). Add pyridinium chlorochromate (703 mg, 3.26 mmol) and stir for 2 h. Pour the mixture onto a column of silica gel, eluting with dichloromethane and concentrate to give 4,5-dichloroisothiazol-3-carbaldehyde as a white solid (193 mg, 65%). 1H NMR (400 MHz, MeOH-d4) δ 9.96 (s, 1H).

Workup

  1. additionPour the mixture onto a column of silica gel
  2. washeluting with dichloromethane
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-519c37f96274406c984eead6e8bf70ca
Source dataset
uspto-grants-2011_01
Patent number
US07868014B2

Reaction notes

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